JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0000489
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-000490
Regist Date
 2012/06/21 16:09:03
REACTANT
MOLECULE ID
 JCGG-COM0000469 (Reaction Tree)
Skeleton
JCGG-STR001961
Reactant Type
 lactose acceptor
MOLECULE ID
 JCGG-COM0000473 (Reaction Tree)
Reactant Type
 sialyl donor
MOLECULE ID
 JCGG-COM0000129
Reactant Type
 NIS
MOLECULE ID
 JCGG-COM0000111
Reactant Type
 TfOH
PRODUCT
MOLECULE ID
 JCGG-COM0000474 (Reaction Tree)
Skeleton
JCGG-STR027272
Product Type
 alpha
Yield
 83%(alpha/beta=69/14)
MOLECULE ID
 JCGG-COM0000475 (Reaction Tree)
Skeleton
JCGG-STR027087
Product Type
 beta
Yield
 83%(alpha/beta=69/14)
REACTION DETAIL
Reaction Temp
 -50 degree C
Solvent
 EtCN-CH2Cl2 (10:1)
Catalyst
 NIS, TfOH
Comment
 Very few were described regarding this reaction.
COMMENT
The details regarding this reaction are described in another paper in References.
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)