2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Base Information

• Chemical Name: 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
• CAS No.: 133157-03-6
• Molecular Formula: C₃₁H₃₅NO₁₂
• Molecular Weight: 613.618
• Mol file: 133157-03-6.mol

Synonyms: 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Chemical Property of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

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• Hazard Codes: 

MSDS Files:

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Technology Process of 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

There total 3 articles about 2,3,4,6-tetra-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: 84.0%

dibenzo-imino-methyl-L-serinate (133157-01-4,218766-08-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (133157-03-6)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 14h; Ambient temperature;

DOI:10.1021/ja00052a022

Reference yield: 84.0%

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide (572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3) + dibenzo-imino-methyl-L-serinate (133157-01-4,218766-08-6) → 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (133157-03-6)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)74833-7

Reference yield:

Benzophenone imine (1013-88-3) → 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (133157-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / CH₂Cl₂ / 24 h / Ambient temperature

2: 84 percent / 4A molecular sieves, AgOTf / CH₂Cl₂ / 14 h / Ambient temperature

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1021/ja00052a022

upstream raw materials:

2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide

dibenzo-imino-methyl-L-serinate

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

Benzophenone imine