JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002010
Submitter
The Noguchi Institute
Reaction ID
R-0000-002010
Regist Date
2012/06/21 18:24:39
REACTANT
MOLECULE ID
JCGG-COM0002613 (Reaction Tree)
Mol
1 equiv.
MOLECULE ID
JCGG-COM0002617
Mol
1.5 equiv.
MOLECULE ID
JCGG-COM0000603
Reactant Type
NXS
Mol
1.2 equiv.
MOLECULE ID
JCGG-COM0000099
Reactant Type
catalyst
Mol
10 mol %
PRODUCT
MOLECULE ID
JCGG-COM0002618 (Reaction Tree)
Yield
75%
REACTION DETAIL
Reaction Time
10 hours
Reaction Temp
room temp
Solvent
CH2Cl2
COMMENT
Keywords: NBS, Lewis acid, 2,3-unsaturated allyl glycosides, stereoselective alpha-glycosylation, unsaturated sugars
ATTENTION: There is a typo in the table. (BF3(OEt)2 should be BF3*OEt2)
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)