Efficient and practical synthesis of a potent anti-MRSA β-methylcarbapenem containing a releasable side chain

被引：25

作者：

Humphrey, GR ^{[1
]}

Miller, RA ^{[1
]}

Pye, PJ ^{[1
]}

Rossen, K ^{[1
]}

Reamer, RA ^{[1
]}

Maliakal, A ^{[1
]}

Ceglia, SS ^{[1
]}

Grabowski, EJJ ^{[1
]}

Volante, RP ^{[1
]}

Reider, PJ ^{[1
]}

机构：

[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1999年 / 121卷 / 49期

关键词：

D O I：

10.1021/ja992486t

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We describe a convergent synthesis of the MRSA beta-methyl carbapenem 1, wherein the molecule is assembled from the naphthosultam side chain 2 and the allylic carbonate of the beta-Me carbapenem piece 6. The beta-Me stereochemistry of 6 is set up in a novel titanium enolate addition into the TBDMS acetoxy azetidinone 5. The benzenesulfonate salt of 1 is endowed with exceptional stability.

引用

页码：11261 / 11266

页数：6

共 20 条

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