JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001683
Submitter
The Noguchi Institute
Reaction ID
R-0000-001683
Regist Date
2012/06/21 17:36:52
REACTANT
MOLECULE ID
JCGG-COM0002155 (Reaction Tree)
Reactant Type
Fmoc-threonine (in dry CH2Cl2)
Mol
0.138 mol
MOLECULE ID
JCGG-COM0000652
Reactant Type
DCC
Mol
0.45 mol
MOLECULE ID
JCGG-COM0000074
Reactant Type
t-BuOH
Mol
0.58 mol
MOLECULE ID
JCGG-COM0002156
Reactant Type
CuCl
Mol
0.01 mol
PRODUCT
MOLECULE ID
JCGG-COM0002157 (Reaction Tree)
Yield
77%
REACTION DETAIL
Reaction Time
5 days, 4 hours
Reaction Temp
room temp, NOT specified
Solvent
dry CH2Cl2, dry CH2Cl2
Comment
1) +all except Fmoc threonine, 2) +Fmoc threonine
Fmoc threonine was added dropwise. (second step)
COMMENT
Keywords: O-glycopeptide, N-glycopeptide, synthesis, selectively deprotected building blocks, fluorenylmethoxycarbonyl group, Fmoc, benzyl esters
There are multiple steps in this reaction.
ATTENTION: There is a numerical discrepancy between the scheme and the written method. (the reaction time)
REFERENCE
Reference Id
REF-0000-000196
Source
PREPARATIVE CARBOHYDRATE CHEMISTRY
Reference Id
REF-0000-000197
Source
ISBN 0-8247-9802-3
Reference Id
REF-0000-000199
Source
H. Kunz and G. Braum, unpublished results; G. Braum, Synthese von Glycopeptiden mit photoaktivierbaren Gruppen im Saccharidteil, Dissertation, Universitat Mainz, Germany, 1991

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