Asymmetric synthesis and chromatographic resolution of all four stereomersof the alpha,beta-propanoleucine

Citation
P. Bisel et al., Asymmetric synthesis and chromatographic resolution of all four stereomersof the alpha,beta-propanoleucine, PHARMAZIE, 56(10), 2001, pp. 770-772
Citations number
13
Categorie Soggetti
Pharmacology & Toxicology
Journal title
PHARMAZIE
ISSN journal
00317144 → ACNP
Volume
56
Issue
10
Year of publication
2001
Pages
770 - 772
Database
ISI
SICI code
0031-7144(200110)56:10<770:ASACRO>2.0.ZU;2-M
Abstract
The paper describes the first synthesis of the enantiomerically pure cis-al pha,beta -propanoleucines 6c and 6d by means of asymmetric Strecker synthes is. Furthermore, an improved procedure for the preparation of the stereomer ic trans compounds 6a and 6b is proposed. Finally, the four feasible stereo meric alpha,alpha -quaternary-alpha -amino acids are resolved on a penicill amine based chiral stationary phase allowing the determination of cc values ranging from 92.9% to > 98%.