JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0000740
Submitter
The Noguchi Institute
Reaction ID
R-0000-000740
Regist Date
2012/06/21 16:21:14
REACTANT
MOLECULE ID
JCGG-COM0000523 (Reaction Tree)
Mol
1.84 mmol
MOLECULE ID
JCGG-COM0000815 (Reaction Tree)
Mol
1.22 mmol
MOLECULE ID
JCGG-COM0000009
Reactant Type
TMSOTf
Mol
36.8 micro mole
PRODUCT
MOLECULE ID
JCGG-COM0000820 (Reaction Tree)
Yield
93%
REACTION DETAIL
Reaction Time
1 hour, 22 hours
Reaction Temp
room temp, 0 degree C
Solvent
CH2Cl2, CH2Cl2
Catalyst
TMSOTf
Comment
1) 15+11, AW-300, 2) +TMSOTf
AW-300 was included in the solvent.
COMMENT
There are two phases in this reaction.
REFERENCE
Reference Id
REF-0000-000035
Issn
Electronic
Doi
10.1021/jo8027888
PubMed ID
19296672
Journal Name
The Journal of organic chemistry. (2009) 74 (8): 3009-23.
Article Title
Ganglioside GQ1b: efficient total synthesis and the expansion to synthetic derivatives to elucidate its biological roles.
Author
Akihiro, Imamura; Hiromune, Ando; Hideharu, Ishida; Makoto, Kiso
Affiliation
Department of Applied Bioorganic Chemistry, Faculty of Applied Biological Sciences, Gifu University, 1-1 Yanagido, Gifu-shi, Gifu 501-1193, Japan. aimamura@ualberta.ca
Reference Id
REF-0000-000036
Source
J. Org. Chem. 2009, 74, 3009-3023
Doi
10.1021/jo8027888

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)