JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0001071
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-001078
Regist Date
 2012/06/21 16:38:02
REACTANT
MOLECULE ID
 JCGG-COM0001200 (Reaction Tree)
Mol
 1 equiv.
MOLECULE ID
 JCGG-COM0001179 (Reaction Tree)
Mol
 2.5 equiv.
MOLECULE ID
 JCGG-COM0001173
Reactant Type
 di-tert-butylpyridine
MOLECULE ID
 JCGG-COM0000008
Reactant Type
 Sn(OTf)2
PRODUCT
MOLECULE ID
 JCGG-COM0001201 (Reaction Tree)
Yield
 30%
MOLECULE ID
 JCGG-COM0001202 (Reaction Tree)
Product Type
 difucosyl octasaccharide
Yield
 55%(total)
MOLECULE ID
 JCGG-COM0001203 (Reaction Tree)
Product Type
 difucosyl octasaccharide
Yield
 55%(total)
MOLECULE ID
 JCGG-COM0001204 (Reaction Tree)
Product Type
 difucosyl octasaccharide
Yield
 55%(total)
REACTION DETAIL
Solvent
 THF/PhCH3
Comment
 All the possible structures for compound 53 were listed.
Very few were described regarding this reaction.
COMMENT
ATTENTION: There are numerical discrepancies between the table and the written method. (the number of equiv.; 2.5 or 4)
REFERENCE
Reference Id
 REF-0000-000048
Issn
 Print
PubMed ID
 11273599
Journal Name
 Journal of the American Chemical Society. (2001) 123 (1): 35-48.
Article Title
 Total syntheses of tumor-related antigens N3: probing the feasibility limits of the glycal assembly method.
Author
 H M, Kim; I J, Kim; S J, Danishefsky
Affiliation
 Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Ave., New York, New York 10021, USA.
Reference Id
 REF-0000-000049
Source
 J. Am. Chem. Soc. 2001, 123, 35-48
Doi
 10.1021/ja0022730
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)