JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002510
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002510
Regist Date
 2012/06/21 19:21:50
REACTANT
MOLECULE ID
 JCGG-COM0003278 (Reaction Tree)
Skeleton
JCGG-STR032397
Mol
 0.08 mmol
MOLECULE ID
 JCGG-COM0003279
Reactant Type
 CD3OD
Mol
 0.08 mmol
MOLECULE ID
 JCGG-COM0000099
Reactant Type
 BF3*OEt2
Mol
 0.25 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0003280 (Reaction Tree)
Skeleton
JCGG-STR032527
Yield
 48%(85% deuterium content)
MOLECULE ID
 JCGG-COM0003281 (Reaction Tree)
Skeleton
JCGG-STR032527
Product Type
 deuterium content
Yield
 48%(85% deuterium content)
MOLECULE ID
 JCGG-COM0002519 (Reaction Tree)
Yield
 24%
REACTION DETAIL
Reaction Time
 5 minutes
Reaction Temp
 -30 degree C
Solvent
 dry CH2Cl2
COMMENT
Keywords: Methyl 1,2-Ortho Esters, 1alpha,1'beta-disaccharides, BF3*Et2O
REFERENCE
Reference Id
 REF-0000-000349
Issn
 Electronic
Doi
 10.1021/jo202335n
PubMed ID
 22141592
Journal Name
 The Journal of organic chemistry. (2012) 77 (1): 795-800.
Article Title
 Unexpected stereocontrolled access to 1α,1'β-disaccharides from methyl 1,2-ortho esters.
Author
 Clara, Uriel; Juan, Ventura; Ana M, Gómez; J Cristóbal, López; Bert, Fraser-Reid
Affiliation
 Instituto de Química Orgánica General (IQOG-CSIC), Juan de la Cierva 3, 28006 Madrid, Spain.
Reference Id
 REF-0000-000350
Source
 J. Org. Chem. 2012, 77, 795-800
Doi
 10.1021/jo202335n
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)