JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002025
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002025
Regist Date
 2012/06/21 18:25:48
REACTANT
MOLECULE ID
 JCGG-COM0002613 (Reaction Tree)
Reactant Type
 (alpha/beta = 80/20)
Mol
 1 equiv.
MOLECULE ID
 JCGG-COM0000043 (Reaction Tree)
Skeleton
JCGG-STR032526
Reactant Type
 NuH
Mol
 1.5 equiv.
MOLECULE ID
 JCGG-COM0000603
Reactant Type
 NBS
Mol
 NOT specified
MOLECULE ID
 JCGG-COM0000785
Reactant Type
 Zn(OTf)2
Mol
 10 mol %
PRODUCT
MOLECULE ID
 JCGG-COM0002633 (Reaction Tree)
Yield
 70%
REACTION DETAIL
Reaction Time
 12 hours
Reaction Temp
 room temp
Solvent
 CH2Cl2
COMMENT
Keywords: NBS, Lewis acid, 2,3-unsaturated allyl glycosides, stereoselective alpha-glycosylation, unsaturated sugars
REFERENCE
Reference Id
 REF-0000-000313
Issn
 Electronic
Doi
 10.1021/jo102333x
PubMed ID
 21438621
Journal Name
 The Journal of organic chemistry. (2011) 76 (9): 3506-10.
Article Title
 2,3-Unsaturated allyl glycosides as glycosyl donors for selective α-glycosylation.
Author
 Brijesh, Kumar; Mushtaq A, Aga; Abdul, Rouf; Bhahwal A, Shah; Subhash C, Taneja
Affiliation
 Bio-organic Chemistry Division, Indian Institute of Integrative Medicine (CSIR), Canal Road, Jammu, India-180001.
Reference Id
 REF-0000-000314
Source
 J. Org. Chem. 2011, 76, 3506-3510
Doi
 10.1021/jo102333x
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)