2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide

Base Information

• Chemical Name: 2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide
• CAS No.: 185992-26-1
• Molecular Formula: C₂₂H₂₀BrClO₇
• Molecular Weight: 511.754
• Mol file: 185992-26-1.mol

Synonyms:2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide

Chemical Property of 2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide

There total 7 articles about 2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-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: 99.0%

1-O-Acetyl-2,3-di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranoside (185992-25-0) → 2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide (185992-26-1)

Guidance literature:

With Acetyl bromide; In methanol; dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/chem.19970030818

Reference yield:

benzoyl chloride (98-88-4) → 2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide (185992-26-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / pyridine / CH₂Cl₂ / 24 h / 20 °C

2: 86 percent / conc. H₂SO₄ / CH₂Cl₂ / 2 h / 20 °C

3: 99 percent / AcBr / methanol; CH₂Cl₂ / 2 h / 20 °C

With pyridine; Acetyl bromide; sulfuric acid; In methanol; dichloromethane;

DOI:10.1002/chem.19970030818

Reference yield:

methyl 4-O-benzoyl-2,3-O-isopropylidene-α-D-rhamnopyranoside (85726-76-7) → 2,3-Di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranosyl bromide (185992-26-1)

Guidance literature:

Multi-step reaction with 6 steps

1: NaOMe / methanol; CH₂Cl₂ / 4 h / 20 °C

2: pyridine / CH₂Cl₂ / 18 h / 20 °C

3: 96 percent / 10percent aq. CF₃COOH / CHCl₃ / 6 h / 20 °C

4: 82 percent / pyridine / CH₂Cl₂ / 24 h / 20 °C

5: 86 percent / conc. H₂SO₄ / CH₂Cl₂ / 2 h / 20 °C

6: 99 percent / AcBr / methanol; CH₂Cl₂ / 2 h / 20 °C

With pyridine; Acetyl bromide; sulfuric acid; sodium methylate; trifluoroacetic acid; In methanol; dichloromethane; chloroform;

DOI:10.1002/chem.19970030818

upstream raw materials:

1-O-Acetyl-2,3-di-O-benzoyl-4-O-chloroacetyl-α-D-rhamnopyranoside

benzoyl chloride

methyl 4-O-benzoyl-2,3-O-isopropylidene-α-D-rhamnopyranoside

Methyl 4-O-chloroacetyl-α-D-rhamnopyranoside

Downstream raw materials:

3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-cyano)ethylidene]-β-L-rhamnopyranose

3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose

4-O-(4-O-Chloroacetyl-2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-3-O-benzoyl-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose