2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride

Base Information

• Chemical Name: 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride
• CAS No.: 146934-34-1
• Molecular Formula: C₂₇H₂₃ClO₇
• Molecular Weight: 494.928
• Mol file: 146934-34-1.mol

Synonyms:2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride

Chemical Property of 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride

There total 11 articles about 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride 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: 78.0%

2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranose → 2,3,4-tri-O-benzoyl-1-thio-L-rhamnopyranose + 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride (146934-34-1)

Guidance literature:

With methanesulfonic acid; tin(IV) chloride; In dichloromethane; at 4 ℃; for 24h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02760

Reference yield: 40.0%

2,3,4-tri-O-benzoyl-1-thio-L-rhamnopyranose → 2,3,4-tri-O-benzoyl-1-thio-L-rhamnopyranose + 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride (146934-34-1)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 20 ℃; for 16h; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02760

Reference yield:

L-rhamnose monohydrate (6155-35-7) → 2,3,4-Tri-O-benzoyl-α-L-rhamnopyranosyl chloride (146934-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: titanium (IV)-chloride; chloroform

With pyridine; chloroform; titanium tetrachloride;

DOI:10.1021/ja01145a097

upstream raw materials:

1,2,3,4-tetra-O-benzoyl-6-desoxy-α-L-mannopyranose

C₂₉H₂₆O₉

methyl 2,3,4-tri-O-benzoyl α-L-rhamnopyranoside

L-rhamnose monohydrate

Downstream raw materials:

2-(Trimethylsilyl)ethyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranoside

1-(Trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-O-(2,4-di-O-benzoyl-3-O-chloroacetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

1-(Trimethylsilyl)ethyl 2,4-di-O-benzoyl-3-O-(2,4-di-O-benzoyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranoside

2-(Trimethylsilyl)ethyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside