TOTAL SYNTHESIS OF PDE-II

被引：27

作者：

KOMOTO, N ^{[1
]}

ENOMOTO, Y ^{[1
]}

MIYAGAKI, M ^{[1
]}

TANAKA, Y ^{[1
]}

NITANAI, K ^{[1
]}

UMEZAWA, H ^{[1
]}

机构：

[1] INST MICROBIAL CHEM,SHINAGAWA KU,TOKYO 141,JAPAN

来源：

AGRICULTURAL AND BIOLOGICAL CHEMISTRY | 1979年 / 43卷 / 03期

关键词：

D O I：

10.1080/00021369.1979.10863472

中图分类号：

S3 [农学（农艺学）];

学科分类号：

0901 ;

摘要：

Starting from 7-hydroxy-6-methoxy-indole (III) PDE-II (II), a new inhibitor of cyclic adenosine 3',5'-monophosphate phosphodiesterase and the first substance which has 1,2- dihydro-3H-pyrrolo[3,2-e]indole skelton, was synthesized in eight steps. The key intermediate, l-acetyl-5-amino-2,3-dihydro-7-hydroxy-6-methoxy-indole (VIII), carring necessary substituents was obtained from III in five steps. Coupling of the diazoniumsalt of VIII with ethyl 2-acetylpropionate followed by acid catalized cyclization and alkaline hydrolysis afforded II. © 1979 Taylor & Francis Group, LLC.

引用

页码：555 / 557

页数：3

共 5 条

[1] [Anonymous], 1959, ORG REACT, DOI [DOI 10.1002/0471264180.OR010.02, DOI 10.1002/0471264180.OR010.02/ABSTRACT]
[2] BEER RJS, 1951, J CHEM SOC, P2037
[3] ISOLATION AND CHARACTERIZATION OF PDE-I AND PDE-II, INHIBITORS OF CYCLIC ADENOSINE-3',5'-MONOPHOSPHATE PHOSPHODIESTERASE
ENOMOTO, Y
FURUTANI, Y
NAGANAWA, H
HAMADA, M
TAKEUCHI, T
UMEZAWA, H
[J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1978, 42 (07): : 1331 - 1336
[4] ZUR KENNTNIS DER JAPP-KLINGEMANN-REAKTION
HENECKA, H
TIMMLER, H
LORENZ, R
GEIGER, W
[J]. CHEMISCHE BERICHTE-RECUEIL, 1957, 90 (06): : 1060 - 1069
[5] CRYSTAL AND MOLECULAR-STRUCTURES OF MONOMETHYL ESTERS OF PDE-I AND PDE-II, NEW INHIBITORS OF CYCLIC ADENOSINE-3',5'-MONOPHOSPHATE PHOSPHODIESTERASE
NAKAMURA, H
ENOMOTO, Y
TAKEUCHI, T
UMEZAWA, H
IITAKA, Y
[J]. AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1978, 42 (07): : 1337 - 1342

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