208709-15-3Relevant academic research and scientific papers
Diastereoselective synthesis of (2S,3S,4S)-3-hydroxy-4-methylproline, a common constituent of several antifungal cyclopeptides
Langlois, Nicole,Rakotondradany, Felaniaina
, p. 2437 - 2448 (2007/10/03)
(2S,3S,4S)-3-Hydroxy-4-methylproline 2 was synthesized from unsaturated γ-lactams 4 and 5 derived from (S)-pyroglutaminol. Starting from 5, haplophilic effect in the hydrogenation of a 4-exo-methylenic intermediate improved the diastereoselectivity of the synthesis, which was achieved in 19% yield. (C) 2000 Elsevier Science Ltd.
Synthesis of the nonproteinogenic amino acid (2s,3s,4s)-3-hydroxy-4- methylproline, a constituent of echinocandins
Langlois, Nicole
, p. 1333 - 1336 (2007/10/03)
An enantioselective synthesis of the unusual 3,4-disubstituted proline 2, a constituent of antifungal echinocandins, has been achieved through 1,3- dipolar cycloaddition of N-methylnitrone to the α,β-unsaturated lactam 4 derived from (S)-pyroglutaminol.
