O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid

Base Information

• Chemical Name: O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid
• CAS No.: 945621-50-1
• Molecular Formula: C₂₀H₂₇O₁₁P
• Molecular Weight: 474.402
• Mol file: 945621-50-1.mol

Synonyms:O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid

Chemical Property of O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid

There total 6 articles about O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid 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%

O,O-dibenzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonate → O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid (945621-50-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane;

DOI:10.1080/07328300701351532

Reference yield:

methyl 3-O-benzyl-β-D-galactopyranoside (40010-11-5,61277-64-3,65942-01-0,81371-52-0,93714-01-3,108644-64-0,133268-63-0,133268-64-1,143005-10-1,143005-11-2,81371-53-1) → O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid (945621-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.35 g / pyridine / 20 °C

2: 97 percent / hydrogen / Pd/C / methanol / 2 h

3: tetrazole / CH₂Cl₂ / 20 °C

4: 84 percent / aq. HCl / dioxane; CH₂Cl₂

With pyridine; 1H-tetrazole; hydrogenchloride; hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1080/07328300701351532

Reference yield:

methyl 2,4,6-tri-O-acetyl-3-O-benzyl-β-D-galactopyranoside (81348-24-5) → O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl)phosphonic acid (945621-50-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / hydrogen / Pd/C / methanol / 2 h

2: tetrazole / CH₂Cl₂ / 20 °C

3: 84 percent / aq. HCl / dioxane; CH₂Cl₂

With 1H-tetrazole; hydrogenchloride; hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1080/07328300701351532

upstream raw materials:

methyl 3-O-benzyl-β-D-galactopyranoside

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

methyl 2,4,6-tri-O-acetyl-β-D-galactopyranoside

methyl beta-D-galactopyranoside

Downstream raw materials:

O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) ((4-acetamidophenyl)(hydroxy)methyl)phosphonate

O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) ((4-acetamidophenyl)methyl)phosphonate

O-benzyl O-(1-O-methyl-2,4,6-tri-O-acetyl-β-D-galactopyranos-3-yl) (phenylmethyl)phosphonate