JCGGDB TOP Glycan Syntheses

Reaction

JCGG ID
JCGG-RAC0001134
Submitter
The Noguchi Institute
Reaction ID
R-0000-001134
Regist Date
2012/06/21 16:40:49
REACTANT
MOLECULE ID
JCGG-COM0001273 (Reaction Tree)
MOLECULE ID
JCGG-COM0001274 (Reaction Tree)
MOLECULE ID
JCGG-COM0001275
Reactant Type
BH3*THF
MOLECULE ID
JCGG-COM0001276
Reactant Type
Bu2BOTf
MOLECULE ID
JCGG-COM0001277
Reactant Type
(BrC6H4)3NSbCl6
MOLECULE ID
JCGG-COM0000530
Reactant Type
NaOMe
PRODUCT
MOLECULE ID
JCGG-COM0001278 (Reaction Tree)
Yield
47.4%(72%, 74%, 89%)
REACTION DETAIL
Solvent
THF, MeCN, MeOH
Comment
1) 6+BH3*THF, Bu2BOTf, 2) +(BrC6H4)3NSbCl6, 3) +NaOMe
Very few were described regarding this reaction.
COMMENT
Keywords: cancer, prostate gland, prostatic epithelium, prostate specific antigen, PSA, amino acid residues
There are three phases in this reaction.
(BrC6H4)3NSbCl6 = Tris(4-bromophenyl)aminium Hexachloroantimonate (CAS number: 24964-91-8)
REFERENCE
Reference Id
REF-0000-000054
Issn
Print
Doi
10.1021/ja037988s
PubMed ID
14733546
Journal Name
Journal of the American Chemical Society. (2004) 126 (3): 736-8.
Article Title
Chemical synthesis of normal and transformed PSA glycopeptides.
Author
Vadim Y, Dudkin; Justin S, Miller; Samuel J, Danishefsky
Affiliation
Laboratory for Bioorganic Chemistry, The Sloan-Kettering Institute for Cancer Research, 1275 York Avenue, New York, New York 10021, USA.
Reference Id
REF-0000-000055
Source
J. Am. Chem. Soc., 2004, 126 (3), pp 736-738
Doi
10.1021/ja037988s

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