JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001051
Submitter
The Noguchi Institute
Reaction ID
R-0000-001051
Regist Date
2012/06/21 16:36:38
REACTANT
MOLECULE ID
JCGG-COM0001158 (Reaction Tree)
Mol
2.01 mmol
MOLECULE ID
JCGG-COM0001022
Reactant Type
TBAF (1 M in THF)
Mol
2.41 mmol
MOLECULE ID
JCGG-COM0000530
Reactant Type
MeONa (25 wt% in MeOH)
Volume
0.200 mL
PRODUCT
MOLECULE ID
JCGG-COM0001159 (Reaction Tree)
Yield
88%
REACTION DETAIL
Reaction Time
18 hours, 4.5 hours
Solvent
dry THF, MeOH
Comment
1) 10+TBAF, 2) +MeONa
The reaction temperature could not be found.
Dowex50-x8 was added at the end of the second phase.
COMMENT
There are two phases in this reaction.
REFERENCE
Reference Id
REF-0000-000048
Issn
Print
PubMed ID
11273599
Journal Name
Journal of the American Chemical Society. (2001) 123 (1): 35-48.
Article Title
Total syntheses of tumor-related antigens N3: probing the feasibility limits of the glycal assembly method.
Author
H M, Kim; I J, Kim; S J, Danishefsky
Affiliation
Laboratory for Bioorganic Chemistry, Sloan-Kettering Institute for Cancer Research, 1275 York Ave., New York, New York 10021, USA.
Reference Id
REF-0000-000049
Source
J. Am. Chem. Soc. 2001, 123, 35-48
Doi
10.1021/ja0022730

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