Title

Preparation of 2S,3S-N-Isobutyl-N-(2-hydroxy-3-amino-4-phenylbutyl)-p-nitrobenzenesulfonylamide hydrochloride and other derivatives of 2-hydroxy-1,3-diamines

Author Info

Aslam A. Malik, Cameron Park, CA
Hasan Palandoken, Woodland, CAFollow
Joy A. Stringer, Carmichael, CA
Roland P. Carlson, Folsom, CA
John Leach, Gold River, CA
Thomas G. Archibald, Fair Oaks, CA
Robert G. Miotke, Gold River, CA

Recommended Citation

Published in United States Patent Number: 6,548,706 B2, April 15, 2003, pages 1-13.

NOTE: At the time of publication, the author Hasan Palandoken was not yet affiliated with Cal Poly.

Abstract

The present invention provides a new process for the preparation of 2S,3S-N-isobutyl-N-(2-hydroxy-3-amino-4phenylbutyl)- p-nitrobenzenesulfonylamide hydrochloride, wherein this compound is prepared directly from the chloromethylalcohol. Importantly, the process of the present invention results in higher yields of 2S,3S-N-isobutyl-N-(2hydroxy -3 -amino -4-phenylbutyl) -pnitrobenzenesulfonylamide hydrochloride without sacrificing its purity. The processes of the present inventin can be used to prepare not only the 2S,3S-derivative, but also the 2R,3S-, 2S,2R- and the 2R,3R-derivatives.

Disciplines

Biochemistry | Chemistry

Publisher statement

United States Patent Number: 6,548,706 B2, Apr. 15, 2003, 13 pages. Also available from the United States Patent and Trademark Office. Website: http://www.uspto.gov.