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(2-Nitrophenyl)acetyl: a new, selectively removable hydroxyl protecting group.
MedLine Citation:
PMID:  20361745     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
The utility of the (2-nitrophenyl)acetyl (NPAc) group for the protection of hydroxyl functions is reported. (2-Nitrophenyl)acetates are readily prepared starting from the commercially available, inexpensive (2-nitrophenyl)acetic acid, and these esters are stable under a series of common carbohydrate transformations. The NPAc group can be removed selectively using Zn and NH(4)Cl without affecting a series of common protecting groups. This new protecting group is orthogonal with the commonly used tert-butyldimethylsilyl, levulinoyl, 9-fluorenylmethoxycarbonyl, naphthylmethyl, and p-methoxybenzyl groups.
Authors:
Katalin Daragics; Péter Fügedi
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Organic letters     Volume:  12     ISSN:  1523-7052     ISO Abbreviation:  Org. Lett.     Publication Date:  2010 May 
Date Detail:
Created Date:  2010-04-30     Completed Date:  2010-08-02     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100890393     Medline TA:  Org Lett     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2076-9     Citation Subset:  -    
Affiliation:
Department of Carbohydrate Chemistry, Chemical Research Center, Hungarian Academy of Sciences, H-1025 Budapest, Hungary.
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