[2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Base Information

• Chemical Name: [2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
• CAS No.: 929016-65-9
• Molecular Formula: C₂₁H₂₆O₁₁
• Molecular Weight: 454.431
• Mol file: 929016-65-9.mol

Synonyms:[2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Chemical Property of [2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

There total 7 articles about [2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 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: 93.0%

2-((2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)oxy)benzaldehyde (898283-68-6) → [2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (929016-65-9)

Guidance literature:

With sodium tetrahydroborate; silica gel; In chloroform; isopropyl alcohol; at 0 ℃; for 4h; Inert atmosphere;

Reference yield:

β-D-galactose peracetate (4163-60-4) → [2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (929016-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen bromide; acetic acid / 1 h / Inert atmosphere

2: sodium hydroxide; tetrabutylammomium bromide / acetone / 20 h / Inert atmosphere

3: sodium tetrahydroborate; isopropyl alcohol / 3 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; tetrabutylammomium bromide; hydrogen bromide; acetic acid; isopropyl alcohol; sodium hydroxide; In acetone;

DOI:10.1039/c7ob01593c

Reference yield:

2-methyl-benzyl alcohol (89-95-2) → [2-(hydroxymethyl)phenyl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside (929016-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 64.3 percent / aq. KOH; DMAP / CH₂Cl₂ / 5 h / Heating

2: NaBH₄ / propan-2-ol / 1 h / 25 °C

With dmap; potassium hydroxide; sodium tetrahydroborate; In dichloromethane; isopropyl alcohol;

DOI:10.1080/07328300600966497

upstream raw materials:

(2-bromomethyl-phenyl)-(tetra-O-acetyl-β-D-galactopyranoside)

2-((2',3',4',6'-tetra-O-acetyl-β-D-galactopyranosyl)oxy)benzaldehyde

2-methyl-benzyl alcohol

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside