JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001053
Submitter
The Noguchi Institute
Reaction ID
R-0000-001053
Regist Date
2012/06/21 16:36:44
REACTANT
MOLECULE ID
JCGG-COM0001163 (Reaction Tree)
Reactant Type
6-TIPS glucal
Mol
33.9 mmol
MOLECULE ID
JCGG-COM0000047
Reactant Type
Et3N
Mol
67.7 mmol
MOLECULE ID
JCGG-COM0000500
Reactant Type
DMAP
Mol
1.69 mmol
MOLECULE ID
JCGG-COM0001164
Reactant Type
TPSCl (in 50 mL of CH2Cl2)
Mol
34.2 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001165 (Reaction Tree)
Yield
72%
REACTION DETAIL
Reaction Time
5 hours
Reaction Temp
room temp
Solvent
dry CH2Cl2
Comment
The reactants were mixed at -10 degree in Celsius, and allowed to raise to room temperature.
TPSCl was added dropwise over the period of 15 minutes.
COMMENT
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)