JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002022
Submitter
The Noguchi Institute
Reaction ID
R-0000-002022
Regist Date
2012/06/21 18:25:28
REACTANT
MOLECULE ID
JCGG-COM0002613 (Reaction Tree)
Reactant Type
(alpha/beta = 80/20)
Mol
1 equiv.
MOLECULE ID
JCGG-COM0002625 (Reaction Tree)
Reactant Type
NuH (alpha)
Mol
1.5 equiv. (both alpha and beta)
MOLECULE ID
JCGG-COM0002626
Reactant Type
NuH (beta)
Mol
1.5 equiv. (both alpha and beta)
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-COM0002627 (Reaction Tree)
Product Type
alpha
Yield
65%(alpha/beta=1/2)
MOLECULE ID
JCGG-COM0002628 (Reaction Tree)
Product Type
beta
Yield
65%(alpha/beta=1/2)
REACTION DETAIL
Reaction Time
30 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

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