JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0002315
Submitter
The Noguchi Institute
Reaction ID
R-0000-002315
Regist Date
2012/06/21 19:01:39
REACTANT
MOLECULE ID
JCGG-COM0003018 (Reaction Tree)
Mol
2 mmol
MOLECULE ID
JCGG-COM0002663
Reactant Type
HP(O)(OMe)2
Mol
24 mmol
MOLECULE ID
JCGG-COM0000047
Reactant Type
TEA
Mol
30 mmol
PRODUCT
MOLECULE ID
JCGG-COM0003020 (Reaction Tree)
Yield
35%
REACTION DETAIL
Reaction Time
48 hours
Reaction Temp
room temp
Solvent
THF
COMMENT
Keywords: 2-acylamino uronic acid, glycosyl phosphonates, oxidation, uronate 2-nitro-glycal, thermodynamic 1,2-trans-di-equatorial phosphonylation
The yield will be 43% if the calculation is based on recovered starting material.
REFERENCE
Reference Id
REF-0000-000331
Issn
Electronic
Doi
10.1021/jo2002193
PubMed ID
21495699
Journal Name
The Journal of organic chemistry. (2011) 76 (10): 4099-104.
Article Title
Accessing C-1 phosphonylated 2-acylamino uronic acids via 2-nitro-glycals.
Author
Beenu, Bhatt; Robin J, Thomson; Mark, von Itzstein
Affiliation
Institute for Glycomics, Griffith University, Gold Coast Campus, Queensland 4222, Australia.
Reference Id
REF-0000-000332
Source
J. Org. Chem. 2011, 76, 4099-4104
Doi
10.1021/jo2002193

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