JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001105
Submitter
The Noguchi Institute
Reaction ID
R-0000-001058
Regist Date
2012/06/21 16:37:00
REACTANT
MOLECULE ID
JCGG-COM0001162 (Reaction Tree)
Mol
3.56 mmol
MOLECULE ID
JCGG-COM0001174
Reactant Type
(Bu3Sn)2O
Mol
1.96 mmol
MOLECULE ID
JCGG-COM0001171 (Reaction Tree)
Mol
0.381 mmol
MOLECULE ID
JCGG-COM0001175
Reactant Type
AgBF4
Mol
4.56 + 1.45 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001176 (Reaction Tree)
Yield
45%
REACTION DETAIL
Reaction Time
12 hours, 68 hours
Reaction Temp
reflux, 45 degree C
Solvent
PhH, dry THF
Comment
1) 12+(Bu3Sn)2O, 2) +all the rest
MS 4A was included in the solvent. (second phase)
AgBF4 was added twice. (second phase; 0 hour, 31.5 hours)
COMMENT
There are two phases in this reaction.
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)