JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001073
Submitter
The Noguchi Institute
Reaction ID
R-0000-001080
Regist Date
2012/06/21 16:38:07
REACTANT
MOLECULE ID
JCGG-COM0001205 (Reaction Tree)
Mol
0.153 mmol
MOLECULE ID
JCGG-COM0000979
Reactant Type
pyridine
Mol
9.22 mmol
MOLECULE ID
JCGG-COM0001177
Reactant Type
hydrazine (in pyridine/AcOH mixture)
Mol
0.764 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001206 (Reaction Tree)
Yield
95%
REACTION DETAIL
Reaction Time
3 hours
Reaction Temp
room temp
Solvent
CH2Cl2
Comment
The hydrazine solution was prepared by mixing of pyridine, hydrazine, and AcOH. (0.6 mL, 0.032 mL, and 0.4 mL respectively)
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)