JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000753
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000753
Regist Date
 2012/06/21 16:21:52
REACTANT
MOLECULE ID
 JCGG-COM0000843 (Reaction Tree)
Skeleton
JCGG-STR032525
Mol
 0.236 mmol
MOLECULE ID
 JCGG-COM0000845
Mol
 0.157 mmol
MOLECULE ID
 JCGG-COM0000009
Reactant Type
 TMSOTf
Mol
 11.8 micro mole
PRODUCT
MOLECULE ID
 JCGG-COM0000846 (Reaction Tree)
Skeleton
JCGG-STR031569
Yield
 48%
REACTION DETAIL
Reaction Time
 2 hours, 3 hours
Reaction Temp
 room temp, room temp
Solvent
 CH2Cl2, CH2Cl2
Comment
 1) 33alpha+34, 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)