4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

Base Information

• Chemical Name: 4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside
• CAS No.: 583041-00-3
• Molecular Formula: C₂₃H₂₆O₇
• Molecular Weight: 414.455
• Mol file: 583041-00-3.mol

Synonyms:4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

Chemical Property of 4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside

There total 3 articles about 4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside 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: 92.0%

benzoyl chloride (98-88-4) + 4-methoxyphenyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (583040-99-7) → 4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside (583041-00-3)

Guidance literature:

With pyridine; at 20 ℃; for 4h;

DOI:10.1081/CAR-120020480

Reference yield:

4-methoxyphenyl α-L-rhamnopyranoside (18918-36-0) → 4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside (583041-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

2: 92 percent / pyridine / 4 h / 20 °C

With pyridine; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1081/CAR-120020480

Reference yield:

4-methoxyphenyl 2,3,4-tetra-O-acetyl-α-L-rhamnopyranoside (18992-38-6) → 4-methoxyphenyl 4-O-benzoyl-2,3-O-isopropylidene-α-L-rhamnopyranoside (583041-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94.5 percent / sodium methoxide / methanol / 3 h

2: 73 percent / p-toluenesulfonic acid / dimethylformamide / 5 h / 20 °C

3: 92 percent / pyridine / 4 h / 20 °C

With pyridine; sodium methylate; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1081/CAR-120020480

upstream raw materials:

benzoyl chloride

4-methoxyphenyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

4-methoxyphenyl α-L-rhamnopyranoside

4-methoxyphenyl 2,3,4-tetra-O-acetyl-α-L-rhamnopyranoside

Downstream raw materials:

4-methoxyphenyl 2-azido-3,4-di-O-acetyl-2-deoxy-α-L-fucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

4-methoxyphenyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-L-fucopyranosyl-(1->3)-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

4-methoxyphenyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-α-L-fucopyranosyl-(1->3)-4,6-di-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->3)-2,4-di-O-acetyl-α-L-rhamnopyranoside

4-methoxyphenyl 4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside