Journal article
A Practical Synthesis of (2S, 3R)‐3‐Amino‐2‐methylpentanoic Acid from L‐Aspartic Acid
Abstract
Abstract L ‐Aspartic acid by successive N ‐tosylation, anhydride formation, and reduction was converted into (3 S )‐3‐(tosylamino)butano‐4‐lactone ( 4 ). Electrophilic methylation of 4 , subsequent iodo‐esterification and nucleophilic methylation, followed by saponification and deprotection, gave (2 S , 3 R )‐3‐amino‐2‐methylpentanoic acid ( 2 ) with an ee of > 99% in seven steps and in an overall yield of 34%.
Authors
Jefford CW; McNulty J
Journal
Helvetica Chimica Acta, Vol. 77, No. 8, pp. 2142–2146
Publisher
Wiley
Publication Date
December 14, 1994
DOI
10.1002/hlca.19940770807
ISSN
0018-019X