JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002141
Submitter
The Noguchi Institute
Reaction ID
R-0000-002141
Regist Date
2012/06/21 18:38:12
REACTANT
MOLECULE ID
JCGG-COM0002783 (Reaction Tree)
MOLECULE ID
JCGG-COM0002784 (Reaction Tree)
MOLECULE ID
JCGG-COM0000129
Reactant Type
NIS
MOLECULE ID
JCGG-COM0000111
Reactant Type
TfOH
MOLECULE ID
JCGG-COM0000506
Reactant Type
PhBCl2
MOLECULE ID
JCGG-COM0000507
Reactant Type
Et3SiH
PRODUCT
MOLECULE ID
JCGG-COM0002785 (Reaction Tree)
Yield
84.64%(92%, 92%)
REACTION DETAIL
Reaction Time
NOT specified, NOT specified
Reaction Temp
room temp, -78 degree C
Solvent
CH2Cl2, CH2Cl2
Comment
1) 10+11, NIS, TfOH, 2) +PhBCl2, Et3SiH
Very few were described regarding this reaction.
MS 4A was included in the solvent.
COMMENT
Keywords: mannose-6-phosphate, M6P, N-linked glycans, eukaryotic cells, N-acetylglucosamine, GlcNAc, sequential deprotection
There are multiple phases in this reaction.
REFERENCE
Reference Id
REF-0000-000321
Issn
Electronic
Doi
10.1021/jo2010999
PubMed ID
21955083
Journal Name
The Journal of organic chemistry. (2011) 76 (21): 8682-9.
Article Title
Chemical synthesis of N-linked glycans carrying both mannose-6-phosphate and GlcNAc-mannose-6-phosphate motifs.
Author
Yunpeng, Liu; Gong, Chen
Affiliation
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States.
Reference Id
REF-0000-000322
Source
J. Org. Chem., 2011, 76 (21), pp 8682-8689
Doi
10.1021/jo2010999

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