JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0001504
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-001504
Regist Date
 2012/06/21 17:13:44
REACTANT
MOLECULE ID
 JCGG-COM0001880 (Reaction Tree)
Reactant Type
 bromide (in 4 mL of MeNO2)
Mol
 1.13 mmol
MOLECULE ID
 JCGG-COM0001105 (Reaction Tree)
Skeleton
JCGG-STR001961
Reactant Type
 diol
Mol
 0.556 mmol
MOLECULE ID
 JCGG-COM0000624
Reactant Type
 AgOTf
Mol
 1.41 mmol
MOLECULE ID
 JCGG-COM0000625
Reactant Type
 s-collidine
Volume
 0.2 mL
PRODUCT
MOLECULE ID
 JCGG-COM0001881 (Reaction Tree)
Yield
 78%
MOLECULE ID
 JCGG-COM0001882 (Reaction Tree)
Yield
 10%
REACTION DETAIL
Reaction Time
 1 + 2 hours
Reaction Temp
 -30 degree C
Solvent
 MeNO2
Comment
 anhydrous CaSO4 was included in the solvent.
The diol, s-collidine, and CaSO4 were mixed and stirred for 1 hour at room temperature before the reaction.
The bromide was added dropwise over 1 hour.
The reaction mixture was gradually allowed to warm to room temperature at the end of the reaction.
COMMENT
Keywords: The synthesis of 2-aminoglycoside, beta-2-aminoglycoside
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-0000-000149
Source
 H. Paulsen, D. Hadamczyk, W. Kutschker, and A. Bunsh, Justus Liebigs Ann. Chem., 1985, 129
©2008-2013 Research Center for Medical Glycoscience, National Institute of Advanced Industrial Science and Technology (AIST)