JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0001238
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-001244
Regist Date
 2012/06/21 16:46:50
REACTANT
MOLECULE ID
 JCGG-COM0001395 (Reaction Tree)
Mol
 0.12 mmol
MOLECULE ID
 JCGG-COM0001099
Reactant Type
 THF (solvent)
Volume
 75 mL
MOLECULE ID
 JCGG-COM0000552
Reactant Type
 HCl (concd)
Volume
 3 mL
MOLECULE ID
 JCGG-COM0000491
Reactant Type
 AcOH (solvent)
Volume
 18 mL
MOLECULE ID
 JCGG-COM0000531
Reactant Type
 H2O (solvent)
Volume
 30 mL
MOLECULE ID
 JCGG-COM0000623
Reactant Type
 Zn
Mol
 24 equiv.
PRODUCT
MOLECULE ID
 JCGG-COM0001397 (Reaction Tree)
Skeleton
JCGG-STR004703
Yield
 69%
REACTION DETAIL
Reaction Time
 2 hours
Reaction Temp
 0 degree C
Solvent
 THF/AcOH/H2O
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)