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

Base Information

• Chemical Name: 3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose
• CAS No.: 197246-74-5
• Molecular Formula: C₃₇H₃₈O₁₄
• Molecular Weight: 706.7
• Mol file: 197246-74-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose 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: 91.0%

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 (197246-72-3) → 3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose (197246-74-5)

Guidance literature:

With thiourea; In acetonitrile; at 20 ℃; for 40h;

DOI:10.1002/chem.19970030818

Reference yield:

benzoyl cyanide (613-90-1) → 3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose (197246-74-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / pyridine / 18 h / 20 °C

2: 65 percent / AgOTf, collidine / CH₂Cl₂ / 1 h / -30 - 20 °C

3: 91 percent / aq. (NH₂)2CS / acetonitrile / 40 h / 20 °C

With pyridine; 2,3,5-trimethyl-pyridine; silver trifluoromethanesulfonate; thiourea; In dichloromethane; acetonitrile;

DOI:10.1002/chem.19970030818

Reference yield:

benzoyl chloride (98-88-4) → 3-O-Benzoyl-4-O-(2,3-di-O-benzoyl-α-D-rhamnopyranosyl)-1,2-O-[1-(exo-methoxycarbonyl)ethylidene]-β-L-rhamnopyranose (197246-74-5)

Guidance literature:

Multi-step reaction with 5 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

4: 65 percent / AgOTf, collidine / CH₂Cl₂ / 1 h / -30 - 20 °C

5: 91 percent / aq. (NH₂)2CS / acetonitrile / 40 h / 20 °C

With pyridine; 2,3,5-trimethyl-pyridine; Acetyl bromide; sulfuric acid; silver trifluoromethanesulfonate; thiourea; In methanol; dichloromethane; acetonitrile;

DOI:10.1002/chem.19970030818

upstream raw materials:

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

benzoyl cyanide

benzoyl chloride

methyl 4-O-benzoyl-2,3-O-isopropylidene-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