JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0000609
Submitter
The Noguchi Institute
Reaction ID
R-0000-000609
Regist Date
2012/06/21 16:14:54
REACTANT
MOLECULE ID
JCGG-COM0000632 (Reaction Tree)
Mol
12.30 mmol
MOLECULE ID
JCGG-COM0000408
Reactant Type
Ph3P
Mol
13.66 mmol
MOLECULE ID
JCGG-COM0000634
Reactant Type
NaN3
Mol
61.54 mmol
MOLECULE ID
JCGG-COM0000635
Reactant Type
CBr4
Mol
13.66 mmol
PRODUCT
MOLECULE ID
JCGG-COM0000636 (Reaction Tree)
Yield
83.5%
REACTION DETAIL
Reaction Time
24+3 hours, 6 hours
Reaction Temp
room temp, room temp
Solvent
dry DMF, Ac2O/pyridine = 20mL/20mL
Comment
1) 4+Ph3P, NaN3, CBr4, MeOH, 2) +Ac2O, pyridine
MeOH was added 24 hours after the initiation of the first phase.
COMMENT
There are two phases in this reaction.
REFERENCE
Reference Id
REF-0000-000028
Issn
Electronic
Doi
10.1021/jm8000696
PubMed ID
18841881
Journal Name
Journal of medicinal chemistry. (2008) 51 (21): 6665-81.
Article Title
Design, synthesis, and structure-affinity relationships of novel series of sialosides as CD22-specific inhibitors.
Author
Hajjaj H M, Abdu-Allah; Taichi, Tamanaka; Jie, Yu; Lu, Zhuoyuan; Magesh, Sadagopan; Takahiro, Adachi; Takeshi, Tsubata; Soerge, Kelm; Hideharu, Ishida; Makoto, Kiso
Affiliation
Department of Applied Bio-organic Chemistry, The United Graduate School of Agricultural Sciences, Gifu University, Gifu 501-1193, Japan.
Reference Id
REF-0000-000029
Source
J. Med. Chem., 2008, 51, 6665-6681
Doi
10.1021/jm8000696

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