SYNTHESIS OF 2-ACETAMIDO-2-DEOXY-D-GLUCONHYDROXIMOLACTONE-DERIVED AND CHITOBIONHYDROXIMOLACTONE-DERIVED N-PHENYLCARBAMATES, POTENTIAL INHIBITORS OF BETA-N-ACETYLGLUCOSAMINIDASE

被引：58

作者：

BEER, D

MALOISEL, JL

RAST, DM

VASELLA, A

机构：

[1] UNIV ZURICH,INST ORGAN CHEM,WINTERTHURERSTR 190,CH-8057 ZURICH,SWITZERLAND

[2] INST PFLANZENBIOL MIKROBIOL,CH-8008 ZURICH,SWITZERLAND

来源：

HELVETICA CHIMICA ACTA | 1990年 / 73卷 / 07期

关键词：

D O I：

10.1002/hlca.19900730714

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The N‐phenylcarbamate 7, derived from 2‐acetamido‐2‐deoxy‐D‐gluconhydroximo‐1,5‐lactone (3) and the analogous N‐phenylcarbamate 14, derived from chitobionhydroximo‐1,5‐lactone (10) have been prepared as potential inhibitors of β‐N‐acetylglucosaminidases. The unambiguous synthesis of the hydroximo‐1,5‐lactone 3 involves oxidation of the oxime 1, followed by deprotection with Na/NH3. Copyright © 1990 Verlag GmbH & Co. KGaA, Weinheim

引用

页码：1918 / 1922

页数：5

共 11 条

[1] DESOXYNITRO SUGARS .3. SYNTHESIS OF KETOSES BY CHAIN ELONGATION OF 1-DEOXY-1-NITROALDOSES - NUCLEOPHILIC ADDITIONS AND SOLVOLYSIS OF NITRO ETHERS [J].