JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001065
Submitter
The Noguchi Institute
Reaction ID
R-0000-001072
Regist Date
2012/06/21 16:37:44
REACTANT
MOLECULE ID
JCGG-COM0001192 (Reaction Tree)
Reactant Type
azeotropically dried lactal
Mol
0.891 mmol
MOLECULE ID
JCGG-COM0000735
Reactant Type
benzene sulfonamide
Mol
2.23 mmol
MOLECULE ID
JCGG-COM0000736
Reactant Type
I(sym-coll)2ClO4
Mol
1.49 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001195 (Reaction Tree)
Yield
99%
REACTION DETAIL
Reaction Time
10 minutes, 1 hour
Reaction Temp
room temp, 0 degree C
Solvent
CH2Cl2, CH2Cl2
Comment
1) 45+benzene sulfonamide, MS 4A, 2) +all the rest
MS 4A was included in the solvent.
The reaction was conducted with exclusion of light. (second phase)
COMMENT
ATTENTION: There are numerical discrepancies between the scheme and the written method. (the number of % yield)
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)