2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide

Base Information

• Chemical Name: 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide
• CAS No.: 14218-08-7
• Molecular Formula: C₂₇H₂₃BrO₇
• Molecular Weight: 539.379
• Mol file: 14218-08-7.mol

Synonyms:

Chemical Property of 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide

There total 12 articles about 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide 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: 94.4%

methyl 2,3,4-tri-O-benzoyl-1-thio-α-L-rhamnopyranoside (115678-19-8) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide (14218-08-7,41881-44-1,53297-33-9,60820-93-1,61198-82-1,67986-91-8,73068-86-7,131897-72-8,131897-73-9)

Guidance literature:

With bromine; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1021/jo00252a030

Reference yield:

L-rhamnose monohydrate (6155-35-7) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide (14218-08-7,41881-44-1,53297-33-9,60820-93-1,61198-82-1,67986-91-8,73068-86-7,131897-72-8,131897-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: hydrogen bromide; acetic acid

With pyridine; hydrogen bromide; acetic acid;

DOI:10.1021/ja01145a097

Reference yield:

benzoyl chloride (98-88-4) → 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl bromide (14218-08-7,41881-44-1,53297-33-9,60820-93-1,61198-82-1,67986-91-8,73068-86-7,131897-72-8,131897-73-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 5 h / 0 - 60 °C

2: hydrogen bromide; acetic acid / 6 h / 20 °C

With pyridine; hydrogen bromide; acetic acid;

DOI:10.1039/c2ob06924e

upstream raw materials:

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

L-rhamnose monohydrate

benzoyl chloride

L-Rhamnose

Downstream raw materials:

O²,O³,O⁴-Tribenzoyl-L-rhamnose

3,4-di-O-benzoyl-1,2-O-(alpha-methoxybenzylidene)-beta-L-rhamnopyranose

1-O-<2-O-<2-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranosyl>-3,4-di-O-benzyl-α-L-rhamnopyranosyl>-2,3,4,5,6-penta-O-benzyl-D-glucitol

methyl 2,3,6-tri-O-benzoyl-4-O-(2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside