JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000530
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000531
Regist Date
 2012/06/21 16:11:08
REACTANT
MOLECULE ID
 JCGG-COM0000510 (Reaction Tree)
Mol
 61 micro mole
MOLECULE ID
 JCGG-COM0000528
Reactant Type
 Zn-Cu
Weight
 665 mg
MOLECULE ID
 JCGG-COM0000086
Reactant Type
 Ac2O
Volume
 0.5 mL
MOLECULE ID
 JCGG-COM0000500
Reactant Type
 DMAP
Volume
 catalytic amount
PRODUCT
MOLECULE ID
 JCGG-COM0000511 (Reaction Tree)
Skeleton
JCGG-STR004355
Yield
 88%
REACTION DETAIL
Reaction Time
 1.5 hours, 16 hours
Reaction Temp
 40 degree C, room temp
Solvent
 2:1 AcOH:ClCH2CH2Cl, pyridine
Comment
 1) 22+Zn-Cu, 2) Ac2O, DMAP
The reactants were mixed at 0 degree in Celsius before stirred at room temperature. (second phase)
COMMENT
There are two phases in this reaction.
REFERENCE
Reference Id
 REF-0000-000021
Issn
 Electronic
Doi
 10.1016/j.carres.2009.06.009
PubMed ID
 19560125
Journal Name
 Carbohydrate research. (2009) 344 (12): 1453-63.
Article Title
 Study on systematizing the synthesis of the a-series ganglioside glycans GT1a, GD1a, and GM1 using the newly developed N-Troc-protected GM3 and GalN intermediates.
Author
 Tatsuya, Komori; 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.
Reference Id
 REF-0000-000022
Source
 Carbohydrate Research, 344 (2009), 1453-1463
Doi
 10.1016/j.carres.2009.06.009
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)