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(Acyloxy)alkoxy moiety as amino acids protecting group for the synthesis of (R,R)-2,7 diaminosuberic acid via RCM.
MedLine Citation:
PMID:  22670664     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
A new synthetic pathway is described to prepare asymmetrically protected 2,7-diaminosuberic acid. This strategy exploits (acyloxy)alkoxy promoiety as protecting group and RCM reaction using second generation Grubbs catalyst and provides the trans isomer of (2R,7R)-7-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(tert-butoxycarbonylamino)-8-methoxy-8-oxooct-4-enoic acid, which was in turn reduced to obtain (2R,7R)-7-(((9H-fluoren-9-yl)methoxy)carbonylamino)-2-(tert-butoxycarbonylamino)-8-methoxy-8-oxooctanoic acid.
Authors:
Adriano Mollica; Federica Feliciani; Azzurra Stefanucci; Evgeny A Fadeev; Francesco Pinnen
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2012-6-04
Journal Detail:
Title:  Protein and peptide letters     Volume:  -     ISSN:  1875-5305     ISO Abbreviation:  -     Publication Date:  2012 Jun 
Date Detail:
Created Date:  2012-6-7     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9441434     Medline TA:  Protein Pept Lett     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
Affiliation:
Faculty of Pharmacy, Department of Pharmaceutical Sciences, University of Chieti-Pescara G. d Annunzio, Via dei Vestini 31, 66100, Chieti, Italy. a.mollica@unich.it.
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