Efficient and Scalable Enantioselective Synthesis of a CGRP Antagonist

被引：22

作者：

Leahy, David K. ^{[1
]}

Fan, Yu ^{[1
]}

Desai, Lopa V. ^{[1
]}

Chan, Collin ^{[1
]}

Zhu, Jason ^{[1
]}

Luo, Guanglin ^{[3
]}

Chen, Ling ^{[3
]}

Hanson, Ronald L. ^{[1
]}

Sugiyama, Masano ^{[1
]}

Rosner, Thorsten ^{[1
]}

Cuniere, Nicolas ^{[1
]}

Guo, Zhiwei ^{[1
]}

Hsiao, Yi ^{[1
]}

Gao, Qi ^{[2
]}

机构：

[1] Bristol Myers Squibb Co, Chem Dev, New Brunswick, NJ 08903 USA

[2] Bristol Myers Squibb Co, Drug Prod Sci & Technol, New Brunswick, NJ 08903 USA

[3] Bristol Myers Squibb Co, Mol Sci & Candidate Optimizat, Wallingford, CT 06492 USA

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 18期

关键词：

RECEPTOR ANTAGONIST; MIGRAINE; REDUCTION; ARYLATION; CATALYSTS; HEADACHE; KETONES; HUMANS;

D O I：

10.1021/ol302262q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An enantioselective synthesis of the CGRP antagonist BMS-846372, amenable to large scale preparation, is presented. This new synthesis showcases a chemo- and enantioselective reduction of a cyclohepta[b]pyridine-5,9-dione as well as a Pd-catalyzed alpha-arylation reaction to form the key carbon-carbon bond and set the absolute and relative stereochemistry.

引用

页码：4938 / 4941

页数：4

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