2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: 2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside
• CAS No.: 1338496-34-6
• Molecular Formula: C₁₆H₂₃NO₇
• Molecular Weight: 341.361
• Mol file: 1338496-34-6.mol

Synonyms:2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

Chemical Property of 2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

There total 5 articles about 2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-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: 95.0%

2-(4-benzyloxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1338496-31-3) → 2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1338496-34-6)

Guidance literature:

With 5%-palladium/activated carbon; ammonium formate; In methanol; for 6h; Reflux;

DOI:10.1016/j.bmc.2011.07.031

Reference yield:

2-(4-benzyloxyphenyl)ethanol (61439-59-6) → 2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1338496-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 4,4'-dimethoxytrityl chloride; zinc(II) chloride / dichloromethane / 5 h / 20 °C

2: sodium methylate / methanol / 3 h / 20 °C

3: 5%-palladium/activated carbon; ammonium formate / methanol / 6 h / Reflux

With 5%-palladium/activated carbon; 4,4'-dimethoxytrityl chloride; ammonium formate; sodium methylate; zinc(II) chloride; In methanol; dichloromethane;

DOI:10.1248/cpb.59.1045

Reference yield:

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride (3068-34-6,38874-23-6,41355-44-6,51236-40-9,74081-14-4,79897-03-3,100759-09-9,109581-83-1) → 2-(4-hydroxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside (1338496-34-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 4,4'-dimethoxytrityl chloride; zinc(II) chloride / dichloromethane / 5 h / 20 °C

2: sodium methylate / methanol / 3 h / 20 °C

3: 5%-palladium/activated carbon; ammonium formate / methanol / 6 h / Reflux

With 5%-palladium/activated carbon; 4,4'-dimethoxytrityl chloride; ammonium formate; sodium methylate; zinc(II) chloride; In methanol; dichloromethane;

DOI:10.1248/cpb.59.1045

upstream raw materials:

2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl chloride

2-(4-benzyloxyphenyl)ethyl 2-acetamido-2-deoxy-β-D-glucopyranoside

2-(4-benzyloxyphenyl)ethanol

C₂₉H₃₅NO₁₀

Downstream raw materials:

C₁₄H₂₁NO₆