Practical Synthesis of a Cathepsin S Inhibitor: Route Identification, Purification Strategies, and Serendipitous Discovery of a Crystalline Salt form

被引：13

作者：

Deng, Xiaohu ^{[1
]}

Liang, Jimmy T. ^{[1
]}

Peterson, Matthew ^{[1
]}

Rynberg, Raymond ^{[1
]}

Cheung, Eugene ^{[2
]}

Mani, Neelakandha S. ^{[1
]}

机构：

[1] Johnson & Johnson Pharmaceut Res & Dev LLC, San Diego, CA 92121 USA

[2] TransForm Pharmaceut, Lexington, MA 02421 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 06期

关键词：

II ANTIGEN PRESENTATION; REGIOSELECTIVE SYNTHESIS; NITROOLEFINS; DESIGN; SELECTIVITY; HYDRAZONES; PYRAZOLES; PROTEASES; SAR;

D O I：

10.1021/jo902650b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A "redox economical" strategy resulted in it concise, modular synthesis Of Compound 1, it potent Cathepsin S inhibitor. Starting from three building blocks, crude drug substance was prepared in a two-step sequence in high yield. Efficient purification of the crude drug Substance wits accomplished via the formation of an unusual monoethyl oxalate salt.

引用

页码：1940 / 1947

页数：8

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