JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
 JCGG-RAC0002863
Submitter
 The Noguchi Institute
Reaction ID
 R-0000-002863
Regist Date
 2012/06/21 20:00:52
REACTANT
MOLECULE ID
 JCGG-COM0003754 (Reaction Tree)
Skeleton
JCGG-STR028522
Mol
 0.25 mmol
MOLECULE ID
 JCGG-COM0000009
Reactant Type
 TMSOTf (10% in CH2Cl2)
Mol
 0.01 mmol
MOLECULE ID
 JCGG-COM0003755 (Reaction Tree)
Skeleton
JCGG-STR025230
Mol
 0.20 mmol
PRODUCT
MOLECULE ID
 JCGG-COM0003756 (Reaction Tree)
Product Type
 alpha
Yield
 3%
MOLECULE ID
 JCGG-COM0003757 (Reaction Tree)
Product Type
 beta
Yield
 94%
REACTION DETAIL
Reaction Time
 1 hour, 1.5 hours
Reaction Temp
 -78 degree C, -40 degree C
Solvent
 anhydrous CH2Cl2 (6mL), anhydrous CH2Cl2 (6mL)
Comment
 1) +all, 2) temperature change
MS AW300 was included in the solvent.
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)