ChemicalBook CAS DataBase List (4-Methylumbelliferyl)-N-acetyl-4,7,8,9-tetra-O-acetyl-a-D-neuraminic Acid, Methyl Ester

(4-Methylumbelliferyl)-N-acetyl-4,7,8,9-tetra-O-acetyl-a-D-neuraminic Acid, Methyl Ester synthesis

4synthesis methods

Product Name:(4-Methylumbelliferyl)-N-acetyl-4,7,8,9-tetra-O-acetyl-a-D-neuraminic Acid, Methyl Ester
CAS Number:59361-08-9
Molecular formula:C30H35NO15
Molecular Weight:649.6

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D-glycero-D-galacto-2-Nonulopyranosonic acid, 5-(acetylaMino)-2-chloro-2,3,5-trideoxy-, Methyl ester, 4,7,8,9-tetraacetate

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(4-Methylumbelliferyl)-N-acetyl-4,7,8,9-tetra-O-acetyl-a-D-neuraminic Acid, Methyl Ester

59361-08-9
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Yield:-

Reaction Conditions:

in N,N-dimethyl-formamide; for 15 h;Inert atmosphere;

Steps:

General procedure for synthesis of 4-methylumbelliferyl (4MU) glycosides (8a--f).

General procedure: The resulting residue was dissolved in dry DMF (0.42 mL) and 4-methylumbelliferone sodium salt⁵ (2.4 mmol) was added. The reaction stirred shielded from light and under argon for 15 h. The crude material was dissolved in CH₂Cl₂and extracted 5 times with water until the aqueous layer appeared colorless. The yieldin glycosides 8a--8f.

References:

Zamora, Cristina Y.;D'Alarcao, Marc;Kumar, Krishna [Bioorganic and Medicinal Chemistry Letters,2013,vol. 23,# 11,p. 3406 - 3410] Location in patent:supporting information