4201-66-5

Basic information

• Product Name: Methyl 6-O-acetyl-α-D-glucopyranoside
• Synonyms: Methyl 6-O-acetyl-α-D-glucopyranoside
• CAS NO: 4201-66-5
• Molecular Formula: C₉H₁₆O₇
• Molecular Weight: 236.21914
• Mol File: 4201-66-5.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 6-O-acetyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 6-O-acetyl-α-D-glucopyranoside(4201-66-5)
• EPA Substance Registry System: Methyl 6-O-acetyl-α-D-glucopyranoside(4201-66-5)

Safety Data

• Hazardous Substances Data: 4201-66-5(Hazardous Substances Data)

Upstream product

• 75156-20-6 Acetic acid (1R,3S,4R,4aR,9aR)-4-hydroxy-6,6,8,8-tetraisopropyl-3-methoxy-tetrahydro-2,5,7,9-tetraoxa-6,8-disila-benzocyclohepten-1-ylmethyl ester 
• 141-78-6 ethyl acetate 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 830-03-5 4-nitrophenol acetate 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 2466-76-4 N-Acetylimidazole 
• 108-05-4 vinyl acetate 
• 75156-19-3 Methyl 3,4-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-α-D-glucopyranoside 
• 154859-10-6 <2'R,2''R,6'R,6''R> methyl 6-O-(tert-butyldiphenylsilyl)-2-O,3-O-(6',6''-diphenyloctahydro-2',2''-bipyran-2',2''-diyl)-α-D-glucopyranoside 
• 58479-62-2 (2R,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3,4,5-triol 
• 604-70-6 Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-methoxy-tetrahydro-pyran-4-yl ester 
• 18312-45-3 propan-2-one O-acetyl oxime 

Downstream Products

• 1340482-42-9 methyl 4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside 
• 1340482-37-2 methyl 2-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside 
• 1340482-38-3 methyl 2-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside 
• 1340482-39-4 methyl 3-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside 
• 1340482-40-7 methyl 3-O-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranoside 

Relevant articles and documents

Acid-catalysed isomerization of the tetraisopropyldisiloxane-1,3-diyl group. Simultaneous protection of two secondary alcoholic functions.

The reaction of 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane with ribonucleosides or sugar derivatives affords products containing one silyl-protected primary and secondary hydroxy function. Treatment of these products with MSA in DMF gives products having two silylated secondary hydroxy functions.

Selective Acetylation of the Primary Hydroxyl Group in Methyl D-Hexopyranosides with a Mixture of Acetic Anhydride and Acetic Acid

Abstract—: 6-O-Acetylated derivatives of D-hexopyranosides are valuable intermediates in synthetic carbohydrate chemistry. We have developed a new simple procedure for selective acetylation of the primary hydroxyl group in methyl D-hexopyranosides consisting in treatment with a mixture of acetic anhydride and acetic acid at 50°C. As a result, corresponding 6-acetates were formed in 40–50% yield.

Carbohydrate esterases of family 2 are 6-O-deacetylases

Three acetyl esterases (AcEs) from the saprophytic bacteria Cellvibrio japonicus and Clostridium thermocellum, members of the carbohydrate esterase (CE) family 2, were tested for their activity against a series of model substrates including partially acet