Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/53693
Título : Practical access to the proline analogs (S,S,S)- and (R,R,R)-2- methyloctahydroindole-2-carboxylic acids by HPLC enantioseparation
Autor : Sayago, Francisco J., Pueyo, María J., Calaza, M. Isabel, Jiménez, Ana I., Cativiela, Carlos
Fecha de publicación : 2011
Editor: Wiley-Blackwell
Citación : Chirality 23: 507-513 (2011)
Resumen: An efficient methodology for the preparation of the α- tetrasubstituted proline analog (S,S,S)-2-methyloctahydroindole-2-carboxylic acid, (S,S,S)-(αMe)Oic, and its enantiomer, (R,R,R)-(αMe)Oic, has been developed. Starting from easily available substrates and through simple transformations, a racemic precursor has been synthesized in excellent yield and further subjected to HPLC resolution using a cellulose-derived chiral stationary phase. Specifically, a semipreparative (250 mm × 20 mm ID) Chiralpak® IC column has allowed the efficient resolution of more than 4 g of racemate using a mixture of n-hexane/tert-butyl methyl ether/2-propanol as the eluent. Multigram quantities of the target amino acids have been isolated in enantiomerically pure form and suitably protected for incorporation into peptides. © 2011 Wiley-Liss, Inc.
URI : http://hdl.handle.net/10261/53693
ISSN: 0899-0042
Identificadores: doi: 10.1002/chir.20952
e-issn: 1520-636X
Citación : Chirality 23: 507-513 (2011)
Appears in Collections:(ICMA) Artículos

Files in This Item:
File Description SizeFormat 
Practical Access to the Proline Analogues.pdf258,05 kBAdobe PDFView/Open
Show full item record
 
CSIC SFX LinksSFX Query

Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.