Development of a large-scale synthesis of sulphostin, a dipeptidyl peptidase IV inhibitor

…, I Koga, Y Satoh, Y Muraoka, S Kurashige…

Index: Abe, Masatoshi; Nagai, Masashi; Yamamoto, Keiichiro; Yamazaki, Hiroko; Koga, Ichiro; Satoh, Yoshitaka; Muraoka, Yasuhiko; Kurashige, Shuji; Ichikawa, Yuh-Ichiro Organic Process Research and Development, 2005 , vol. 9, # 5 p. 570 - 576

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Citation Number: 5

Abstract

For the progress of the in vivo study on sulphostin, a dipeptidyl peptidase IV inhibitor, its large-scale synthetic method was investigated. The optical resolution of (3 S, RS P)-1-amino (sulfoamino) phosphinyl-3-benzyloxycarbonylamino-2-piperidin-one, which was the most difficult step in the previous method, was simplified by using fractional crystallization. The use of 2 mol equiv of (1 S, 2 R)-(+)-2-amino-1, 2-diphenylethanol for optical resolution ...