H. Zhong, Judith H. Cohen, A. Abdel-Magid
Oct 29, 1999
Citations
0
Influential Citations
20
Citations
Journal
Tetrahedron Letters
Abstract
Methyl (S)-3-amino-3-(3-pyridyl)propanoate (2) is a key starting material in the synthesis of RWJ-53308 (1), an orally active antagonist of the platelet fibrinogen receptor (GP IIb/IIIa antagonist). Herein, we describe an efficient stereoselective synthesis of 2 by the hydrogenation of enantiomeric enamine 8 with Pd(OH)2C, followed by the removal of the chiral auxiliary under mild conditions, a novel procedure that employs the combination of formic acid and triethylsilane.