Methyl 6-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: Methyl 6-O-acetyl-β-D-glucopyranoside
• CAS No.: 20771-12-4
• Molecular Formula: C9H16O7
• Molecular Weight: 236.222
• Mol file: 20771-12-4.mol

Synonyms:Acetic acid (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester;

Chemical Property of Methyl 6-O-acetyl-β-D-glucopyranoside

Chemical Property:

• Melting Point: 129 - 130 °C (hexane)
• PSA: 105.45000
• LogP: -1.99650

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 6-O-acetyl-β-D-glucopyranoside

There total 17 articles about Methyl 6-O-acetyl-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

methyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (4860-85-9) → methyl 6-O-acetyl-β-D-glucopyranoside (20771-12-4) + Methyl 4,6-di-O-acetyl-β-D-glucopyranoside (20771-17-9) + 2,4,6-Tri-O-acetyl-β-methyl-D-glucopyranoside (92008-11-2) + 4-O-acetyl-methyl β-D-glucopyranoside (51897-71-3)

Guidance literature:

With Neisseria sicca SB cellulose acetate esterase; In phosphate buffer; at 20 ℃; for 0.333333h; pH=7.0; Further Variations:; time; Product distribution;

DOI:10.1271/bbb.69.1292

Reference yield: 63.0%

vinyl acetate (108-05-4,9003-20-7) + methyl beta-D-glucopyranoside (709-50-2) → methyl 6-O-acetyl-β-D-glucopyranoside (20771-12-4)

Guidance literature:

With TBA₇[γ-HGeW₁₀O₃₆]; In dimethyl sulfoxide; at 39.84 ℃; for 0.0833333h; chemoselective reaction;

DOI:10.1002/anie.201405212

Reference yield: 62.0%

acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) + methyl beta-D-glucopyranoside (709-50-2) → methyl 6-O-acetyl-β-D-glucopyranoside (20771-12-4)

Guidance literature:

at 50 ℃;

DOI:10.1134/S106816202101026X

upstream raw materials:

methyl 6-O-acetyl-2,3,4-tri-O-benzyl-β-D-glucopyranoside

methyl 4-O-acetyl-6-O-trityl-β-D-glucopyranoside

methyl 6-O-(2-carboxyacetyl)-β-D-glucopyranoside

vinyl acetate