JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002571
Submitter
The Noguchi Institute
Reaction ID
R-0000-002571
Regist Date
2012/06/21 19:27:39
REACTANT
MOLECULE ID
JCGG-COM0003054 (Reaction Tree)
Skeleton
JCGG-STR032526
Reactant Type
carbohydrate substrate
Mol
1 equiv.
MOLECULE ID
JCGG-COM0003328
Reactant Type
R-X (alkyl halide)
Mol
1.5 equiv.
MOLECULE ID
JCGG-COM0003034 (Reaction Tree)
Reactant Type
2-aminoethyl diphenylborinate
Mol
10 mol %
MOLECULE ID
JCGG-COM0001669
Reactant Type
Ag2O
Mol
1.1 equiv.
PRODUCT
MOLECULE ID
JCGG-COM0003343 (Reaction Tree)
Skeleton
JCGG-STR032526
Yield
90%
REACTION DETAIL
Reaction Time
48 hours
Reaction Temp
40 degree C
Solvent
MeCN
COMMENT
Keywords: monoalkylations, regioselective, catalyst, cis-vicinal diol motifs, diphenylborinic ester precatalyst
REFERENCE
Reference Id
REF-0000-000353
Issn
Electronic
Doi
10.1021/ol200990e
PubMed ID
21591630
Journal Name
Organic letters. (2011) 13 (12): 3090-3.
Article Title
Regioselective alkylation of carbohydrate derivatives catalyzed by a diarylborinic acid derivative.
Author
Lina, Chan; Mark S, Taylor
Affiliation
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto ON M5S 3H6, Canada.
Reference Id
REF-0000-000354
Source
Org. Lett., Vol. 13, No. 12, 2011
Doi
10.1021/ol200990e

©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)