First stereoselective synthesis of an optically pure beta-substituted histidine: (2S,3S)-beta-methylhistidine

Authors
Wang, SH Tang, XJ Hruby, VJ
Citation
Sh. Wang et al., First stereoselective synthesis of an optically pure beta-substituted histidine: (2S,3S)-beta-methylhistidine, TETRAHEDR L, 41(9), 2000, pp. 1307-1310
Citations number
12
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
9
Year of publication
2000
Pages
1307 - 1310
Database
ISI
SICI code
0040-4039(20000226)41:9<1307:FSSOAO>2.0.ZU;2-2
Abstract
We report the first example of the asymmetric synthesis of the beta-substit uted histidine, (2S,3S)-beta-methylhistidine. A key in the synthesis is the use of the protecting group, 2-mesitylenesulfonyl (Mts-), for the imidazol e ring to minimize epimerization during synthesis. (C) 2000 Elsevier Scienc e Ltd. All rights reserved.