Efforts towards the synthesis of microsporin B: ready access to both the enantiomers of the key amino acid fragment

TitleEfforts towards the synthesis of microsporin B: ready access to both the enantiomers of the key amino acid fragment
Publication TypeJournal Article
Year of Publication2014
AuthorsSwaroop, PSiva, Tripathy, S, Jachak, GR, D. Reddy, S
JournalTetrahedron Letters
Volume55
Issue34
Pagination4777-4779
Date PublishedAUG
ISSN0040-4039
KeywordsCross metathesis, Enzymatic resolution, HDAC inhibitor, Microsporin, Tetrapeptide
Abstract

Both the isomers methyl-(2S,8R)-2-((tert-butoxycarbonyl)amino)-8-hydroxydecanoate and methyl-(2S,8S)-2-((tert-butoxycarbonyl)amino)-8-hydroxydecanoate of an unusual amino acid residue and the key fragment of microsporin B are prepared. The key steps include cross metathesis and enzymatic kinetic resolution. In addition, a linear tetrapeptide with desired components towards total synthesis is also reported. (C) 2014 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2014.06.093
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.68

Divison category: 
Organic Chemistry