2-(2,3,4,6-tetra-O-acetyl-β-_D-glucopyranozyloxy)benzyl alcohol

Base Information

• Chemical Name: 2-(2,3,4,6-tetra-O-acetyl-β-_D-glucopyranozyloxy)benzyl alcohol
• CAS No.: 122186-40-7
• Molecular Formula: C₂₁H₂₆O₁₁
• Molecular Weight: 454.431
• Mol file: 122186-40-7.mol

Synonyms:2-(2,3,4,6-tetra-O-acetyl-β-_D-glucopyranozyloxy)benzyl alcohol

Chemical Property of 2-(2,3,4,6-tetra-O-acetyl-β-_D-glucopyranozyloxy)benzyl alcohol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2,3,4,6-tetra-O-acetyl-β-_D-glucopyranozyloxy)benzyl alcohol

There total 5 articles about 2-(2,3,4,6-tetra-O-acetyl-β-_D-glucopyranozyloxy)benzyl alcohol 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: 95.0%

helicin acetate (14581-83-0,142393-06-4,148615-67-2) → 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyloxy)benzyl alcohol (122186-40-7)

Guidance literature:

With sodium tetrahydroborate; cetyltrimethylammonim bromide; In chloroform; water; at 20 ℃; for 2h;

DOI:10.1016/j.carres.2012.10.006

Reference yield:

2-(2,3,4,6-tetra-О-acetyl-β-d-glucopyranosyloxy)benzyl bromide (60523-66-2) → 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyloxy)benzyl alcohol (122186-40-7)

Guidance literature:

With acetone; silver carbonate;

DOI:10.1021/ja01412a037

Reference yield:

2-(chloromethyl)phenyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside → 2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranozyloxy)benzyl alcohol (122186-40-7)

Guidance literature:

Multi-step reaction with 3 steps

1: zinc-powder; aqueous acetic acid

2: chloroform; sodium hydrogencarbonate; bromine

3: silver carbonate; aqueous acetone

With chloroform; bromine; sodium hydrogencarbonate; acetic acid; acetone; silver carbonate; zinc;

DOI:10.1021/ja01412a037

upstream raw materials:

2-(2,3,4,6-tetra-О-acetyl-β-d-glucopyranosyloxy)benzyl bromide

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

salicylaldehyde

helicin acetate

Downstream raw materials:

2-(2,3,4,6-tetra-О-acetyl-β-d-glucopyranosyloxy)benzyl bromide

o-tolyl-β-D-glucopyranoside

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

2-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)benzyl benzoate