Document Detail

5,5-Dimethyl-1,4,2-dioxazoles as versatile aprotic hydroxamic acid protecting groups.
MedLine Citation:
PMID:  12098295     Owner:  NLM     Status:  PubMed-not-MEDLINE    
5,5-Dimethyl-1,4,2-dioxazoles are readily installed by transketalization of 2,2-diethoxypropane, where both the NH and OH moieties are protected in a nonprotic form. The dioxazoles are stable to a wide variety of reaction conditions and readily revert back to the hydroxamic acid by treatment with Nafion-H in 2-propanol. The method is applicable to primary, secondary, tertiary, and aromatic hydroxamic acids, and the acidity of the protons adjacent to the dioxazole allows alpha-functionalization.
Michel Couturier; John L Tucker; Caroline Proulx; Ghislain Boucher; Pascal Dubé; Brian M Andresen; Arun Ghosh
Related Documents :
23811335 - Composition of long chain polyunsaturated fatty acids (lc-pufas) in different encephali...
1321885 - Effect of zinc ion on the interaction of some amino acid compounds of copper(ii) with h...
18318495 - Formation of pyrazines and a novel pyrrole in maillard model systems of 1,3-dihydroxyac...
20834145 - Molecular cloning and characterization of γ-glutamyltranspeptidase from pseudomonas ni...
7488185 - Properties of d-hydantoinase from agrobacterium tumefaciens and its use for the prepara...
20971205 - Genetic engineering of fatty acid chain length in phaeodactylum tricornutum.
Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  67     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2002 Jul 
Date Detail:
Created Date:  2002-07-05     Completed Date:  2003-01-16     Revised Date:  2003-11-03    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  4833-8     Citation Subset:  -    
Process Research and Development, Pfizer Global Research and Development, Eastern Point Road, P.O. Box 8013, Groton, Connecticut 06340-8013, USA.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

Previous Document:  Determination of the substituent effect on the O-H bond dissociation enthalpies of phenolic antioxid...
Next Document:  Synthesis of sphingomyelin carbon analogues as sphingomyelinase inhibitors.