NDLI: Synthesis of C-Glucosyl Aminooxy Esters

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Synthesis of C-Glucosyl Aminooxy Esters

Content Provider	Scilit
Author	Xie, Juan Peyrat, Sandrine Cheng, Keguang
Copyright Year	2013
Description	Glycosyl amino acids are constituents of glycopeptides and glycoproteins playing key roles in biological processes. We have synthesized C-glucosyl aminooxy acid derivatives as novel glycosyl amino acid building blocks for the generation of glycopeptide and glycoprotein mimics. These compounds can be readily prepared from C-allyl glucosides, through dihydroxylation, selective tritylation, Mitsunobu reaction with PhthNOH, detritylation, and oxidation. Both C-glucosyl l- and d-α-aminooxy esters have been successfully synthesized. With the ready availability of C-allyl glycosides, the present methodology could be applied to the synthesis of other C-glycosyl aminooxy acid derivatives.
Related Links	http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0033-1339496.pdf
Ending Page	2744
Page Count	8
Starting Page	2737
ISSN	00397881
e-ISSN	1437210X
DOI	10.1055/s-0033-1339496
Journal	Synthesis
Issue Number	19
Volume Number	45
Language	English
Publisher	Georg Thieme Verlag KG
Publisher Date	2013-07-26
Access Restriction	Open
Subject Keyword	Journal: Synthesis Organic Chemistry Glycosyl Aminooxy Acids C-allyl Glycosides Mitsunobu Reaction
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Catalysis

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