Synthesis of 9-oxime-11,12-carbamate ketolides through a novel N-deamination reaction of 11,12-hydrazonocarbamate ketolide

被引：9

作者：

Denis, A

Pejac, JM

Bretin, F

Bonnefoy, A

机构：

[1] Aventis Pharma, Dept Med Chem, F-93235 Romainville, France

[2] Aventis Pharma, Antiinfect Dis Grp, F-93235 Romainville, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2003年 / 11卷 / 11期

关键词：

D O I：

10.1016/S0968-0896(03)00147-0

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A series of 9-oxime-11,12-carbamate ketolides was synthesized for the first time through a key 11,12-hydrazonocarbamate intermediate that was first oximated and further deaminated to give the corresponding carbamate. The N-N bond cleavage was achieved through an original new reaction using glycoaldehyde dimer as deaminating reagent. The new compounds synthesized were shown to display improved antibacterial activities against Streptococcus pneumoniae and S. pyogenes resistant to erythromycin. (C) 2003 Elsevier Science Ltd. All rights reserved.

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页码：2389 / 2394

页数：6

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