JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000790
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000762
Regist Date
 2012/06/21 16:22:20
REACTANT
MOLECULE ID
 JCGG-COM0000856 (Reaction Tree)
Mol
 0.0351 mmol
MOLECULE ID
 JCGG-COM0000530
Reactant Type
 NaOMe (28% in MeOH)
Mol
 catalytic amounts
MOLECULE ID
 JCGG-COM0000531
Reactant Type
 H2O
Volume
 0.3 mL
PRODUCT
MOLECULE ID
 JCGG-COM0000859 (Reaction Tree)
Skeleton
JCGG-STR004466
Yield
 97%
REACTION DETAIL
Reaction Time
 24 hours, 2 days, 5 hours
Reaction Temp
 room temp, 50 degree C, room temp
Solvent
 MeOH, MeOH, MeOH
Comment
 1) 44+NaOMe, 2) temperature change, 3) +H2O
COMMENT
There are three 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)