JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001464
Submitter
The Noguchi Institute
Reaction ID
R-0000-001464
Regist Date
2012/06/21 17:07:12
REACTANT
MOLECULE ID
JCGG-COM0001775 (Reaction Tree)
Reactant Type
bromide
Mol
6.25 mmol
MOLECULE ID
JCGG-COM0001776 (Reaction Tree)
Reactant Type
alcohol
Mol
5.0 mmol
MOLECULE ID
JCGG-COM0000624
Reactant Type
AgOSO2CF3 (in 20 + 20 mL of PhCH3)
Mol
6.25 + 2.5 mmol
MOLECULE ID
JCGG-COM0000625
Reactant Type
s-collidine
Mol
3.0 + 1.5 mmol
PRODUCT
MOLECULE ID
JCGG-COM0001777 (Reaction Tree)
Yield
81%
REACTION DETAIL
Reaction Time
2 hours, 6 hours
Reaction Temp
-40 degree C, -40 degree C
Solvent
CH2Cl2, CH2Cl2
Comment
1) bromide+alcohol, MS 4A, AgOSO2CF3, s-collidine, 2) +AgOSO2CF3, s-collidine
MS 4A was included in the solvent.
AgOSO2CF3 and s-collidine were added twice.
COMMENT
Keywords: The synthesis of 1,2-trans-glycoside, beta-glucopyranoside
There are multiple steps in this reaction.
REFERENCE
Reference Id
REF-0000-000073
Source
第4版 実験化学講座 (26), 丸善
Reference Id
REF-0000-000074
Source
ISBN 4-621-03702-1
Reference Id
REF-0000-000117
Source
P. Fugedi, W. Birberg, P. J. Garegg, and A. Pilotti, Carbohydr. Res., 164, 297, (1987)

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