Process Research and Development for a Tetrazole-Based Growth Hormone Secretagogue (GHS) Pharmaceutical Development Candidate

被引：27

作者：

Davulcu, Akin H. ^{[1
]}

McLeod, Douglas D. ^{[1
]}

Li, Jun ^{[1
]}

Katipally, Kishta ^{[1
]}

Littke, Adam ^{[1
]}

Doubleday, Wendel ^{[1
]}

Xu, Zhongmin ^{[1
]}

McConlogue, Cary W. ^{[1
]}

Lai, Chiajen. J. ^{[1
]}

Gleeson, Margaret ^{[1
]}

Schwinden, Mark ^{[1
]}

Parsons, Rodney L., Jr. ^{[1
]}

机构：

[1] Bristol Myers Squibb Co, Proc Res & Dev, New Brunswick, NJ USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 11期

关键词：

NITROUS-ACID; CONVERSION; HYDRAZINE; RELEASE;

D O I：

10.1021/jo9003508

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

BMS-317180 (1) is a potent, orally active agonist of the human growth hormone secretagogue (GHS) receptor. This manuscript details the process research and development efforts that enabled the synthesis of the phosphate salt of 1 on a multi-kilogram scale. Key considerations in the development of this process focused on safe execution and the requirement for telescoped synthetic transformations (i.e., without isolation of intermediate products) to contend with a lack of suitably crystalline products.

引用

页码：4068 / 4079

页数：12

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