A 4-Lauryl-β-lactam derivative and its preparation method

Abstract

This invention discloses a 4-lauryl-β-lactam derivative and its preparation method. The structural formula of the 4-lauryl-β-lactam derivative is shown below: where R... 1 R 2 The derivative is independently selected from hydrogen, C1-C6 saturated or unsaturated alkyl groups, and substituted or unsubstituted benzyl groups. It facilitates the one-step construction of high-yield 4-lauryl-β-lactam derivatives using simple starting materials, with mild reaction conditions and simple post-processing, making it suitable for large-scale production.

Description

Technical Field

[0001] This invention relates to the field of organic synthesis, specifically to a 4-lauryl-β-lactam derivative and its preparation method. Background Technology

[0002] β-lactams are an important component of N-heterocyclic compounds. Some natural products and drug molecules have this core skeleton. In particular, monocyclic tetravalent nitrogen-containing heterocyclic antibiotics used in clinical practice have become effective drugs for the treatment of diseases such as pancreatitis.

[0003] To date, the main methods for synthesizing β-lactam derivatives include: (1) preparing β-lactam derivatives by reduction cyclization reaction (J.Org.Chem.1995,60,1276); (2) synthesizing β-lactams by CH bond activation and metal catalysis (Angewandte Chemie 2014,53,3496); (3) synthesizing β-lactams by radical-promoted addition cyclization reaction (Chem.Common.2019,55,10523); and (4) synthesizing β-lactams by carbon amination reaction of unactivated double bonds in tandem with free radicals (J.Am.Chem.Soc.2021,143,1195-1202). However, the free radicals introduced in the above molecules usually have special structures, which cannot achieve efficient coupling of large-volume straight-chain hydrocarbon groups. Furthermore, the pre-preparation and addition of additional oxidants and the generation of free radical donor byproducts do not meet the requirements of high efficiency, atom economy and environmental friendliness. Therefore, there is an urgent need for a method that can efficiently construct different β-lactam derivatives. Summary of the Invention

[0004] The technical problem to be solved by the present invention is to provide a 4-lauryl-β-lactam derivative and its preparation method. The 4-lauryl-β-lactam derivative can be synthesized efficiently by initiating a tandem cyclization reaction of dilauryl peroxide. The preparation method is simple, the reaction conditions are mild, the atom utilization rate is high and the versatility is good. It conforms to green chemistry and is suitable for large-scale production.

[0005] To solve the above-mentioned technical problems, the first aspect of the present invention provides a 4-lauryl-β-lactam derivative, the structural formula of which is shown in IV:

[0006]

[0007] Among them, R 1 R 2 It is independently selected from hydrogen, C1-C6 saturated or unsaturated alkyl groups, substituted or unsubstituted benzyl groups.

[0008] Furthermore, R 1 R2 It is independently selected from hydrogen, methyl, ethyl, allyl, cyclopropylmethyl, benzyl or p-methylbenzyl.

[0009] Furthermore, the 4-lauryl-β-lactam derivative is selected from the structures shown in formulas IV-1 to IV-8:

[0010]

[0011] A second aspect of the present invention provides a method for preparing the 4-lauryl-β-lactam derivative described in the first aspect, comprising:

[0012] The compound shown in formula (I) and the compound shown in formula (II) were reacted in the presence of a metal salt catalyst and a solvent to obtain the 4-lauryl-β-lactam derivative.

[0013] The structures of the compound represented by formula (I) and the compound represented by formula (II) are shown below:

[0014]

[0015] Among them, R 1 R 2 It is independently selected from hydrogen, C1-C6 saturated or unsaturated alkyl groups, substituted or unsubstituted benzyl groups.

[0016] Further, the compound represented by formula (I) is selected from one of N-(5-iodoquinoline-8-yl)-3-butenamide, N-(5-iodoquinoline-8-yl)-2-methyl-3-butenamide, 2-ethyl-N-(5-iodoquinoline-8-yl)-3-butenamide, N-(5-iodoquinoline-8-yl)-2,2-dimethyl-3-butenamide, N-(5-iodoquinoline-8-yl)-2-vinyl-4-pentenamide, 2-(cyclopropylmethyl)-N-(5-iodoquinoline-8-yl)-3-butenamide, 2-benzyl-N-(5-iodoquinoline-8-yl)-3-butenamide, and N-(5-iodoquinoline-8-yl)-2-(4-methylbenzyl)-3-butenamide, and their structural formulas are shown below:

[0017]

[0018] Furthermore, the metal salt catalyst is selected from one or more of cuprous bromide, cuprous iodide, copper acetate, cuprous chloride, copper hexafluorophosphate tetraacetonitrile, and cuprous trifluoromethanesulfonate.

[0019] Preferably, the metal catalyst is selected from one or more of cuprous iodide, copper hexafluorophosphate tetraacetonitrile, and cuprous trifluoromethanesulfonate.

[0020] Furthermore, the solvent is selected from one or more of acetonitrile, toluene, dichloromethane, 1,2-dichloroethane, 1,4-dioxane, methyl tert-butyl ether, and tetrahydrofuran.

[0021] Further, the molar ratio of the compound represented by formula (I), the compound represented by formula (II), the metal salt catalyst, and the solvent is 1:1 to 3:0.02 to 0.7; preferably 1:1 to 3:0.05 to 0.2; for example, the molar ratio of the compound represented by formula (I), the compound represented by formula (II), and the metal salt catalyst is 1:2:0.2, 1:2:0.02, 1:2:0.7, or 1:2:0.1.

[0022] Furthermore, the ratio of the molar amount of the compound represented by formula (I) to the volume of the solvent is 1 mmol: (5-30) mL, for example 1 mmol: 5 mL, 1 mmol: 10 mL, 1 mmol: 15 mL, 1 mmol: 20 mL, 1 mmol: 25 mL, 1 mmol: 30 mL, etc.

[0023] Furthermore, the reaction temperature is 60-100℃; for example, 60℃, 70℃, 80℃, 90℃, 100℃, etc., including but not limited to the temperatures listed above.

[0024] The beneficial effects of this invention are:

[0025] 1. This invention provides a method for preparing the above-mentioned 4-lauryl-β-lactam derivative, using a substitute N-(5-iodoquinoline-3-butenamide derivative and dilauryl peroxide as reactants, and utilizing a lauroyl radical-promoted double bond radical addition cyclization reaction to efficiently synthesize the 4-lauryl-β-lactam derivative; this method uses readily available raw materials, has high atom utilization, good versatility, and is environmentally friendly, making it suitable for the mass production of β-lactam derivatives.

[0026] 2. The 4-lauryl-β-lactam derivative provided by the present invention can increase the lipophilicity of the molecule by introducing a large-volume straight-chain alkyl group into the β-lactam molecule, which is beneficial to the diffusion of the small molecule drug in vivo and increases the concentration of active substance reaching the target site. Detailed Implementation

[0027] The present invention will be further described below with reference to specific embodiments, so that those skilled in the art can better understand and implement the present invention, but the embodiments are not intended to limit the present invention.

[0028] Example 1: Synthetic compound shown in formula IV-1

[0029]

[0030] Weigh 0.068 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (1)) and 0.004 g (0.04 mmol) of CuOTf in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. The mixture was heated to 80 °C and the reaction was monitored by TLC until the reaction was complete. After the reaction was completed, the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain product IV-1, with a yield of 49%.

[0031] The above IV-1 was characterized by NMR, and the results are as follows:

[0032] 1 H NMR(400MHz,Chloroform-d)δ8.80(dd,J=4.1,1.7Hz,1H),8.35(dd,J=8.6,1.6Hz,1H), 8.05(s,2H),7.47(dd,J=8.6,4.1Hz,1H),5.14(ddt,J=8.8,5.7,3.0Hz,1H),3.31(dd,J =15.1,5.4Hz,1H),2.80(dd,J=15.1,2.6Hz,1H),1.95(dddd,J=12.8,9.3,6.3,3.3Hz,1 H), 1.47 (ddd, J=14.6, 11.2, 6.9Hz, 1H), 1.22 (d, J=14.0Hz, 20H), 0.87 (t, J=6.8Hz, 3H).

[0033] 13 C NMR(101MHz,Chloroform-d)δ166.74,149.41,140.41,137.71,134.88,122.91,122.49,91.95 ,56.80,43.23,33.62,31.92,29.65,29.62,29.49,29.42,29.35,29.33,24.97,22.70,14.14.

[0034] Example 2: Synthetic compound shown in formula IV-1

[0035] Weigh 0.068 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (1)) and 0.004 g (0.04 mmol) of CuOTf in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. The mixture was heated to 60 °C and the reaction was monitored by TLC until the reaction was complete. After the reaction was completed, the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain product IV-1, with a separation yield of 36%.

[0036] Example 3: Synthetic compound shown in formula IV-1

[0037] Weigh 0.068 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (1)) and 0.004 g (0.04 mmol) of CuOTf in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. The mixture was heated to 100 °C and the reaction was monitored by TLC until the reaction was complete. After the reaction was completed, the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain product IV-1, with a separation yield of 45%.

[0038] Example 4: Synthetic compound shown in formula IV-1

[0039] Weigh 0.068 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (1)) and 0.015 g (0.04 mmol) of Cu(CH3CN)4PF6 in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. The mixture was heated to 100 °C and the reaction was monitored by TLC until the reaction was complete. After the reaction was completed, the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain product IV-1, with a separation yield of 15%.

[0040] Example 5: Synthetic compound shown in formula IV-1

[0041] Weigh 0.068 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (1)) and 0.014 g (0.14 mmol) of CuOTf in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. The mixture was heated to 80 °C and the reaction was monitored by TLC until the reaction was complete. After the reaction was completed, the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain product IV-1, with a separation yield of 39%.

[0042] Example 6: Synthetic compound shown in formula IV-1

[0043] Weigh 0.068 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (1)) and 0.004 g (0.02 mmol) of CuI, dissolve them in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. Heat the mixture to 80 °C and monitor the reaction by TLC until complete. After the reaction, the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain product IV-1, with a yield of 10%.

[0044] Example 7: Synthetic compound shown in formula IV-2

[0045]

[0046] Weigh out 0.070 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-2-methyl-3-butenamide (the compound shown in formula (2)) and 0.004 g (0.04 mmol) of CuOTf, dissolve them in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. Heat the mixture to 80 °C and react, monitoring the reaction by TLC until the reaction is complete. After the reaction is complete, the crude product is purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain compound IV-2, with a yield of 43%.

[0047] The above IV-2 was characterized by NMR, and the results are as follows:

[0048] 1 H NMR(400MHz,Chloroform-d)δ8.80(dd,J=4.1,1.7Hz,1H),8.35(dd,J=8.6,1.6Hz,1H),8.05(s,2H),7.47(dd,J=8.6,4.1Hz,1H),4.75(dt,J=9.4,2. 8Hz, 1H), 3.00 (qd, J=7.3, 2.4Hz, 1H), 1.96 (dddd, J=12.2, 8.9, 5.8, 3.1Hz ,1H),1.48(d,J=7.4Hz,4H),1.23(d,J=9.2Hz,20H),0.87(t,J=6.8Hz,3H).

[0049] 13C NMR(101MHz,Chloroform-d)δ170.24,149.34,140.36,137.70,134.82,122.85,122.65,65.22 ,51.11,33.35,31.92,29.66,29.63,29.50,29.42,29.41,29.35,25.20,22.70,14.13,13.81.

[0050] Example 8: Synthetic compound shown in formula IV-3

[0051]

[0052] 0.073 g (0.20 mmol) of 2-ethyl-N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (3)) and 0.004 g (0.04 mmol) of CuOTf were dissolved in 2 mL of tetrahydrofuran, and 0.159 g (0.40 mmol) of dodecyl peroxide were added. The mixture was heated to 80 °C and the reaction was monitored by TLC until the reaction was complete. After the reaction was completed, the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain compound IV-3, with a separation efficiency of 39%.

[0053] The above IV-3 was characterized by NMR, and the results are as follows:

[0054] 1 H NMR (400MHz, Chloroform-d) δ8.80 (dd, J=4.1, 1.6Hz, 1H), 8.34 (dd, J=8.6, 1.6Hz, 1H), 8.06 (q, J=8.2Hz, 2H), 7.46 (dd, J=8.6, 4.1Hz, 1H), 4.83 (dt, J=9. 3, 2.8Hz, 1H), 2.92 (ddd, J=8.4, 5.9, 2.3Hz, 1H), 2.05–1.80 (m, 3H), 1.55–1. 41(m,1H),1.34–1.17(m,20H),1.12(t,J=7.4Hz,3H),0.87(t,J=6.8Hz,3H).

[0055] 13C NMR(101MHz,Chloroform-d)δ169.77,149.32,140.34,137.71,134.85,130.50,122.83,122.55,91.66,6 3.23,58.00,33.41,31.92,29.65,29.63,29.50,29.45,29.41,29.35,25.25,22.70,22.28,14.14,11.94.

[0056] Example 9: Synthetic compound shown in formula IV-4

[0057]

[0058] Weigh out 0.073 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-2,2-dimethyl-3-butenamide (the compound shown in formula (4)) and 0.004 g (0.04 mmol) of CuOTf, dissolve them in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. Heat the mixture to 80 °C and monitor the reaction by TLC until the reaction is complete. After the reaction is complete, the crude product is purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain compound IV-4, with a separation yield of 56%.

[0059] The above IV-4 was characterized by NMR, and the results are as follows:

[0060] 1 H NMR(400MHz,Chloroform-d)δ8.80(dd,J=4.2,1.7Hz,1H),8.33(dd,J=8.6,1.6Hz,1H),8.10–7.91(m,2H),7.46(dd,J=8.6,4.1Hz,1 H),4.82(dd,J=10.0,3.6Hz,1H),1.84–1.74(m,1H),1.57–1.47(m,4H),1.34(s,3H),1.22(d,J=12.0Hz,20H),0.87(t,J=6.8Hz,3H).

[0061] 13C NMR(101MHz,Chloroform-d)δ173.45,149.41,140.34,137.64,134.58,130.53,123.53,122.85,68.54,5 3.17,31.92,29.74,29.67,29.64,29.62,29.59,29.51,29.39,29.35,26.15,23.65,22.70,16.96,14.15.

[0062] Example 10: Synthesis of the compound shown in Formula IV-5

[0063]

[0064] Weigh 0.076 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-2-vinyl-4-pentenamide (the compound shown in formula (5)) and 0.004 g (0.04 mmol) of CuOTf, dissolve them in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. Heat the mixture to 80 °C and monitor the reaction by TLC until the reaction is complete. After the reaction is complete, the crude product is purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain compound IV-5, with a yield of 56%.

[0065] The above IV-5 was characterized by NMR, and the results are as follows:

[0066] 1 H NMR(400MHz,Chloroform-d)δ8.80(dd,J=4.1,1.7Hz,1H),8.34(dd,J=8.6,1.6Hz,1H),8.16–7.98( m,2H),7.46(dd,J=8.6,4.1Hz,1H),5.92(ddt,J=17.0,10.1,7.0Hz,1H),5.31–5.07(m,2H),4.86(dt ,J=9.3,2.9Hz,1H),3.04(dddd,J=9.1,5.5,2.3Hz,1H),2.78–2.50(m,2H),1.93(dddd,J=12.9,9.4, 6.3, 3.3Hz, 1H), 1.48 (dtd, J=13.9, 9.2, 4.8Hz, 1H), 1.22 (d, J=14.9Hz, 20H), 0.87 (t, J=6.8Hz, 3H).

[0067] 13C NMR(101MHz,Chloroform-d)δ169.00,149.38,140.35,137.69,134.93,122.86,122.57,117.26,9 1.82,63.11,55.88,33.41,33.26,31.92,29.66,29.63,29.51,29.39,29.35,25.17,22.70,14.14.

[0068] Example 11: Synthesis of the compound shown in formula IV-6

[0069]

[0070] Weigh 0.078 g (0.20 mmol) of 2-(cyclopropylmethyl)-N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (6)) and 0.004 g (0.04 mmol) of CuOTf, dissolve them in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. Heat the mixture to 80 °C and monitor the reaction by TLC until the reaction is complete. After the reaction is complete, the crude product is purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain compound IV-6, with a yield of 30%.

[0071] The above IV-6 was characterized by NMR, and the results are as follows:

[0072] 1 H NMR(400MHz,Chloroform-d)δ8.80(dd,J=4.1,1.7Hz,1H),8.34(dd,J=8.6,1.6Hz,1H),8. 06(q,J=8.2Hz,2H),7.47(dd,J=8.6,4.1Hz,1H),4.92(dt,J=9.3,2.9Hz,1H),3.07(ddd,J =8.5,6.4,2.3Hz,1H),1.96(dddd,J=12.2,8.9,6.3,3.0Hz,1H),1.82–1.74(m,2H),1.54– 1.44(m,1H),1.39–1.17(m,20H),0.95–0.82(m,4H),0.60–0.45(m,2H),0.26–0.09(m,2H).

[0073] 13C NMR(101MHz,Chloroform-d)δ169.72,149.33,140.34,137.71,130.50,122.83,122.55,63.48,56.95, 34.07,33.55,31.92,29.66,29.63,29.51,29.48,29.44,29.35,25.25,22.70,14.13,9.27,5.14,4.49.

[0074] Example 12: Synthetic compound shown in formula IV-7

[0075]

[0076] Weigh 0.086 g (0.20 mmol) of 2-benzyl-N-(5-iodoquinoline-8-yl)-3-butenamide (the compound shown in formula (7)) and 0.004 g (0.04 mmol) of CuOTf, dissolve them in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. Heat the mixture to 80 °C and monitor the reaction by TLC until the reaction is complete. After the reaction is complete, the crude product is purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain compound IV-7, with a yield of 52%.

[0077] The above IV-7 was characterized by NMR, and the results are as follows:

[0078] 1 H NMR(400MHz,Chloroform-d)δ8.79(dd,J=4.1,1.6Hz,1H),8.34(dd,J=8.6,1.6Hz,1H),8.13–8.0 0(m,2H),7.46(dd,J=8.6,4.1Hz,1H),7.33(d,J=4.4Hz,4H),7.26–7.21(m,1H),4.90(dt,J=9.5, 2.8Hz,1H),3.36(dd,J=13.8,5.0Hz,1H),3.22(ddd,J=10.1,5.0,2.3Hz,1H),3.02(dd,J=13.8,1 0.2Hz, 1H), 1.81 (dddd, J=13.0, 9.7, 6.6, 3.2Hz, 1H), 1.43–0.95 (m, 20H), 0.88 (t, J=6.9Hz, 4H).

[0079] 13C NMR(101MHz,Chloroform-d)δ168.97,149.40,140.35,139.14,137.69,134.72,130.51,128.94,128.61,126.56,122. 88,122.66,91.95,63.50,58.29,35.39,33.28,31.94,29.67,29.65,29.62,29.37,29.32,29.24,24.75,22.72,14.15.

[0080] Example 13: Synthetic compound shown in formula IV-8

[0081]

[0082] Weigh 0.088 g (0.20 mmol) of N-(5-iodoquinoline-8-yl)-2-(4-methylbenzyl)-3-butenamide (the compound shown in formula (8)) and 0.004 g (0.04 mmol) of CuOTf, dissolve them in 2 mL of tetrahydrofuran, and add 0.159 g (0.40 mmol) of dodecyl peroxide. Heat the mixture to 80 °C and monitor the reaction by TLC until the reaction is complete. After the reaction is complete, the crude product is purified by silica gel column chromatography (petroleum ether: ethyl acetate = 20:1) to obtain compound IV-8, with a yield of 51%.

[0083] The above IV-8 was characterized by NMR, and the results are as follows:

[0084] 1 H NMR(400MHz,Chloroform-d)δ8.89–8.70(m,1H),8.42–8.25(m,1H),8.18–7.97(m,2H ),7.46(dd,J=8.4,4.0Hz,1H),7.27–7.10(m,4H),4.89(dt,J=9.3,2.8Hz,1H),3.32( dd,J=13.8,4.9Hz,1H),3.26–3.12(m,1H),2.98(dd,J=13.6,9.9Hz,1H),2.33(s,3H) ,1.81(dtd,J=12.8,8.0,6.5,3.3Hz,1H),1.45–0.91(m,21H),0.88(d,J=7.2Hz,3H).

[0085] 13C NMR(101MHz,Chloroform-d)δ169.08,149.37,140.33,137.69,136.02,134.79,130.50,129.26,128.80,12 2.86,122.62,63.51,58.38,34.96,33.31,31.94,29.68,29.40,29.37,29.26,24.78,22.72,21.07,14.16.

[0086] The above-described embodiments are merely preferred embodiments provided to fully illustrate the present invention, and the scope of protection of the present invention is not limited thereto. Equivalent substitutions or modifications made by those skilled in the art based on the present invention are all within the scope of protection of the present invention. The scope of protection of the present invention is defined by the claims.

Claims

1. A method for preparing a 4-dodecyl-β-lactam derivative, characterized by, The compound shown in formula (I) and the compound shown in formula (II) are reacted in the presence of a metal salt catalyst and a solvent, to obtain the 4-lauryl-β-lactam derivative; the metal salt catalyst is selected from one or more of cuprous bromide, cuprous iodide, copper acetate, cuprous chloride, copper tetraacetonitrile hexafluorophosphate, cuprous trifluoromethanesulfonate; the reaction temperature is 60-100 DEG C; The structures of the above formula (I) and formula (II) are as follows: ， The structural formula of the 4-lauryl-β-lactam derivative is as shown in IV: ， wherein R 1 , R 2 are independently selected from one of hydrogen, C1-C6 alkyl, benzyl, p-methylbenzyl, allyl, cyclopropylmethyl.

2. The production method according to claim 1, wherein The solvent is selected from one or more of acetonitrile, toluene, dichloromethane, 1,2-dichloroethane, 1,4-dioxane, methyl tert-butyl ether, tetrahydrofuran.

3. The production method according to claim 1, wherein The molar ratio of the compound shown in formula (I), the compound shown in formula (II) and the metal salt catalyst is 1:1-3:0.02-0.

7.

4. The production method according to claim 1, wherein The ratio of the molar amount of the compound shown in formula (I) to the volume of the solvent is 1 mmol:(5-30) mL.

5. The production method according to claim 1, wherein R 1 , R 2 is independently selected from hydrogen, methyl, ethyl, allyl, cyclopropylmethyl, benzyl or p-methylbenzyl.

6. The production method according to claim 1, wherein The 4-lauryl-β-lactam derivative is selected from the structures shown in formula IV-1 to IV-8: 。

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