JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000758
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000761
Regist Date
 2012/06/21 16:22:16
REACTANT
MOLECULE ID
 JCGG-COM0000857 (Reaction Tree)
Mol
 0.0121 mmol
MOLECULE ID
 JCGG-COM0000530
Reactant Type
 NaOMe (28% in MeOH)
Mol
 catalytic amounts
MOLECULE ID
 JCGG-COM0000411
Reactant Type
 KOH (0.2 M)
Volume
 0.5 mL
PRODUCT
MOLECULE ID
 JCGG-COM0000858 (Reaction Tree)
Skeleton
JCGG-STR004466
Yield
 87%
REACTION DETAIL
Reaction Time
 17 hours, 17 hours, 30 hours
Reaction Temp
 room temp, 50 degree C, 75 degree C
Solvent
 MeOH, MeOH, MeOH
Comment
 1) 45+NaOMe, 2) temperature change, 3) +KOH
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)