6-cyano-1,1(1,3-subpropyldioxy)-7-[1'-(carbalkoxy)-propyl]-5-oxo-delta6(8)-tetrahydro indolizine compound preparation method

A technology of propylenedioxy and alkoxycarbonyl, which is applied in the field of organic chemistry, can solve problems such as difficult large-scale preparation and difficult solvent recovery, and achieve the effects of low cost, high product purity and mild reaction conditions
CN101007807AInactive Publication Date: 2007-08-01FUDAN UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
FUDAN UNIV
Publication Date
2007-08-01
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention belongs to organic chemistry field, which in detail relates to a process of preparing 6- cyano-1, 1 (1, 3- dioxypropylidene)-7- [1' (alkoxycarbonyl)- propyl ]- 5- oxo-Delt6 (8)- tetrahydrochysene indolizine (I). The 6- cyano-1, 1 (1, 3- dioxypropylidene)-7- [ (carbomethoxyl group)- methyl ]- 5- oxo-Delt6 (8)- tetrahydrochysene indolizine (II) and haloethane reacts with each other for ethylization with existence of alkali and organic solution with or without phase transversion catalyst, and produces mentioned product. The invention is characterized by temperatate reaction condition, easy operation, low cost, high-purity product and suitability for industrial production.
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Description

technical field

[0001] The invention belongs to the technical field of organic chemistry, and specifically relates to a 6-cyano-1,1-(1,3-propylenedioxy)-7-[1'-(alkoxycarbonyl)-propyl]-5 -Oxo-Δ 6(8) -tetrahydroindolizine compound (I) preparation method.

[0002]

[0003] where R 1 = H, C 1 -C 4 Alkyl, R 2 =C 1 -C 4 alkyl. Background technique

[0004] 6-cyano-1,1-(1,3-propylenedioxy)-7-[1′-(alkoxycarbonyl)-propyl]-5-oxo-Δ 6(8) -Tetrahydroindolizine compounds (I) are synthetic 20(S)-camptothecins [20(S)-Camptothecins] antitumor drugs such as camptothecins (Camptothecin), hydroxycamptothecin (20( S)-10-Hydroxycamptothecin), Topotecan (Topotecan), Irinotecan (Irinotecan), etc. and important intermediates of biologically active natural products.

[0005] In the presence of a base, 6-cyano-1,1-(1,3-propylenedioxy)-7-[(methoxycarbonyl)-methyl]- The alkoxycarbonyl ethyl of 5-oxo-Δ6(8)-tetrahydroindolizine compounds (II) is monoethylated to prepare 6-cyano-1,1-(1,3-prop...

Claims

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