JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001249
Submitter
The Noguchi Institute
Reaction ID
R-0000-001249
Regist Date
2012/06/21 16:47:06
REACTANT
MOLECULE ID
JCGG-COM0001402 (Reaction Tree)
Mol
0.17 mmol
MOLECULE ID
JCGG-COM0001370
Mol
0.35 mmol
MOLECULE ID
JCGG-COM0000008
Reactant Type
Sn(OTf)2 (in MeCN)
Mol
0.03 eq.
PRODUCT
MOLECULE ID
JCGG-COM0001403 (Reaction Tree)
Yield
62%
REACTION DETAIL
Reaction Time
30 to 60 minutes
Reaction Temp
0 degree C
Solvent
CH2Cl2
Comment
Sn(OTf)2 was added dropwise within 15 minutes.
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)