Biodegradable and sugar responsive Y type polymer drug delivery material and preparation
A sugar-responsive, polymer technology is applied in the field of polymer drug delivery materials and their preparation to achieve the effects of being beneficial to human metabolism, good biocompatibility and biodegradability
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Embodiment 1
[0032] 1) The raw material phenylboronic acid (8.0g, 65.6mmol) and trimethylolethane (7.9g, 67.5mmol) were dissolved in toluene (100mL) and refluxed at 140°C for 5h. After the reaction was completed, the reaction solution was concentrated, and then vacuum-dried to obtain compound II.
[0033]
[0034] 2) N 2 Under protection, the above compound II (10.0g, 54.4mmol) and triethylamine (4.9g, 54.24mmol) were dissolved in 40mL of dichloromethane, and added to the above solution in an ice bath (0-4°C) A dichloromethane solution of acryloyl chloride (5.4 g, 66.1 mmol) was slowly added dropwise and reacted for 11 hours; after the reaction was terminated, the reaction solution was crudely purified, then the reaction solution was concentrated, and separated and purified by column chromatography to obtain compound III; 1 H NMR (400MHz, CDCl 3 ), δ (ppm): 1.04 (s, 3H, -CH 3 ), δ (ppm): 3.86 (d, J=12Hz, 2H, -BOCH 2 (CCH 3 )), 4.06 (d, J=8Hz, 2H, -BO-CH 2 (CCH 2 CH 3 )), 5.85 (d...
example 2
[0047] 1) Same as step 1 of embodiment 1)
[0048] 2) Same as step 2 of Example 1)
[0049] 3) Same as Step 3 of Example 1)
[0050] 4) Same as Step 4 of Example 1)
[0051] 5) in N 2 Under protection, add 250mg (0.05mmol) initiator V-1, 1.1mg (0.005mmol) copper bromide, 14mg (0.1mmol) cuprous bromide, 17.8mg (0.1mmol) pentylenediethylene to the reaction device Triamine and 2.0g (7.7mmol) of compound III were dissolved in 2.1mL of anisole and reacted for 18 hours under nitrogen protection at 90°C. The reaction solution was concentrated and precipitated in ether / n-hexane to obtain product I-2 .
[0052]
[0053] Where n=44, r=10, m=39
example 3
[0055] 1) Same as step 1 of embodiment 1)
[0056] 2) Same as step 2 of Example 1)
[0057] 3) Same as Step 3 of Example 1)
[0058] 4) Same as Step 4 of Example 1)
[0059] 5) in N 2 Under protection, add 250mg (0.05mmol) initiator V-1, 1.1mg (0.005mmol) copper bromide, 14mg (0.1mmol) cuprous bromide, 17.8mg (0.1mmol) pentylenediethylene to the reaction device Triamine and 1.5g (5.8mmol) of compound III were dissolved in 2.1mL of anisole and reacted for 18 hours under nitrogen protection at 90°C. The reaction solution was concentrated and precipitated in ether / n-hexane to obtain product I-3 .
[0060]
[0061] In the formula, n=44, r=10, m=25.
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