JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0001743
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-001743
Regist Date
 2012/06/21 17:50:00
REACTANT
MOLECULE ID
 JCGG-COM0002278 (Reaction Tree)
Mol
 0.05 mmol
MOLECULE ID
 JCGG-COM0002279 (Reaction Tree)
Mol
 0.06 mmol
MOLECULE ID
 JCGG-COM0000032
Reactant Type
 AgClO4
Mol
 0.06 mmol
MOLECULE ID
 JCGG-COM0000813
Reactant Type
 SnCl2
Mol
 0.06 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0002280 (Reaction Tree)
Yield
 78%(at least)
REACTION DETAIL
Reaction Time
 2 minutes, 6 hours
Reaction Temp
 -15 degree C, -15 to 0 degree C
Solvent
 Et2O, Et2O
Comment
 1) 56+AgClO4, SnCl2, MS 4A, 2) +55
MS 4A was included in the solvent.
The reactants were mixed at -15 degree in Celsius, and allowed to warm to 0 degree within the reaction time. (second step)
COMMENT
Keywords: glycosyl fluorides, glycosyl sulfides, elfamycin
There are multiple steps in this reaction.
The reaction is the 1st part of the sequence.
REFERENCE
Reference Id
 REF-0000-000196
Source
 PREPARATIVE CARBOHYDRATE CHEMISTRY
Reference Id
 REF-0000-000197
Source
 ISBN 0-8247-9802-3
Reference Id
 REF-0000-000231
Source
 J. Am. Chem. Soc. 107:1691 (1985)
Reference Id
 REF-0000-000232
Source
 J. Am. Chem. Soc. 107:1695 (1985)
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)