An easy entry to (1S, 2S) and (1R, 2R)-threo-ifenprodil

Citation
S. Mantegani et al., An easy entry to (1S, 2S) and (1R, 2R)-threo-ifenprodil, SYN COMMUN, 30(19), 2000, pp. 3543-3553
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
19
Year of publication
2000
Pages
3543 - 3553
Database
ISI
SICI code
0039-7911(2000)30:19<3543:AEET(2>2.0.ZU;2-W
Abstract
A facile and practical synthesis of enantiomerically pure (L) or (D)-threo- Ifenprodil was accomplished from (1S, 2S)- and (1R, 2R)-threo-1-(p-nitrophe nyl)-2-amino-propan-1 3-diol via 3-phenylthio derivatives followed by Raney nickel reduction and conversion of the aromatic amine into phenol.