JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001220
Submitter
The Noguchi Institute
Reaction ID
R-0000-001226
Regist Date
2012/06/21 16:45:59
REACTANT
MOLECULE ID
JCGG-COM0001371 (Reaction Tree)
Mol
1.29 mmol
MOLECULE ID
JCGG-COM0000160
Reactant Type
NaH
Mol
2.21 mmol
MOLECULE ID
JCGG-COM0000161
Reactant Type
BnBr
Mol
1.42 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001372 (Reaction Tree)
Yield
56%
REACTION DETAIL
Reaction Time
15 minutes (at least)
Reaction Temp
NOT specified
Solvent
DMF
Comment
BnBr was added dropwise.
BnBr was added 15 minutes after the start of the reaction.
COMMENT
Keywords: galactal derivatives, 6-O-TIPS protection, trichloroacetimidates, Michael-type addition, 2-nitroglycals
REFERENCE
Reference Id
REF-0000-000063
Issn
Print
Doi
10.1021/jo061670b
PubMed ID
17503844
Journal Name
The Journal of organic chemistry. (2007) 72 (12): 4367-77.
Article Title
Glycal glycosylation and 2-nitroglycal concatenation, a powerful combination for mucin core structure synthesis.
Author
Jürgen, Geiger; B Gopal, Reddy; Gottfried A, Winterfeld; R, Weber; M, Przybylski; R R, Schmidt
Affiliation
Fachbereich Chemie, Universität Konstanz, Fach M 725, D - 78457 Konstanz, Germany.
Reference Id
REF-0000-000064
Source
J. Org. Chem. 2007, 72, 4367-4377
Doi
10.1021/jo061670b

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)