JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002866
Submitter
The Noguchi Institute
Reaction ID
R-0000-002866
Regist Date
2012/06/21 20:01:40
REACTANT
MOLECULE ID
JCGG-COM0003760 (Reaction Tree)
Mol
219 micro mole
MOLECULE ID
JCGG-COM0003745 (Reaction Tree)
Mol
42 micro mole
MOLECULE ID
JCGG-COM0000009
Reactant Type
TMSOTf (10% in CH2Cl2)
Mol
21 micro mole
PRODUCT
MOLECULE ID
JCGG-COM0003761 (Reaction Tree)
Yield
69%
REACTION DETAIL
Reaction Time
2 days
Reaction Temp
-40 degree C
Solvent
anhydrous CH2Cl2 (2mL)
Comment
MS AW300 was included in the solvent.
The reactants were mixed at -78 degree in Celsius before stirred at -40 degree.
The addition of TMSOTf was performed after the addition of all the other reactants.
COMMENT
Keywords: Biantennary, N-glycans, LacNAc, LacdiNAc, SPPS
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)