JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002852
Submitter
The Noguchi Institute
Reaction ID
R-0000-002852
Regist Date
2012/06/21 19:58:31
REACTANT
MOLECULE ID
JCGG-COM0003739 (Reaction Tree)
Mol
0.14 mmol
MOLECULE ID
JCGG-COM0000603
Reactant Type
NBS
Mol
0.75 mmol
MOLECULE ID
JCGG-COM0000810
Reactant Type
DAST
Mol
0.21 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003741 (Reaction Tree)
Product Type
alpha
Yield
90%
MOLECULE ID
JCGG-COM0003742 (Reaction Tree)
Product Type
beta
Yield
8%
REACTION DETAIL
Reaction Time
2.5 hours, 0.5 hour
Reaction Temp
room temp, 0 degree C
Solvent
85% aq. acetone (2.7mL), anhydrous CH2Cl2 (5.2mL)
Comment
1) 7s+NBS, 2) +DAST
COMMENT
Keywords: Biantennary, N-glycans, LacNAc, LacdiNAc, SPPS
There are multiple phases in this reaction.
REFERENCE
Reference Id
REF-0000-000371
Issn
Electronic
Doi
10.1021/jo200149d
PubMed ID
21612260
Journal Name
The Journal of organic chemistry. (2011) 76 (13): 5229-39.
Article Title
Synthesis of biantennary complex-type nonasaccharyl asn building blocks for solid-phase glycopeptide synthesis.
Author
Masashi, Hagiwara; Mizuki, Dohi; Yuko, Nakahara; Keiko, Komatsu; Yuya, Asahina; Akiharu, Ueki; Hironobu, Hojo; Yoshiaki, Nakahara; Yukishige, Ito
Affiliation
Department of Applied Biochemistry, Institute of Glycoscience, Tokai University, 4-1-1 Kitakaname, Hiratsuka-shi, Kanagawa 259-1292, Japan.
Reference Id
REF-0000-000372
Source
J. Org. Chem. 2011, 76, 5229-5239
Doi
10.1021/jo200149d

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