allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
• CAS No.: 541503-06-4
• Molecular Formula: C₄₃H₄₂O₁₃
• Molecular Weight: 766.799
• Mol file: 541503-06-4.mol

Synonyms:allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Chemical Property of allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

There total 11 articles about allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-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: 82.0%

allyl 3-O-acetyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (541503-05-3) → allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (541503-06-4)

Guidance literature:

With acetyl chloride; In methanol; at 0 - 20 ℃;

DOI:10.1016/S0040-4020(03)00075-9

Reference yield:

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside (100639-25-6,71695-57-3) → allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (541503-06-4)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / dimethylformamide / 24 h / 20 °C

2: 2.63 g / acetic acid / 1 h / Heating

3: 93 percent / pyridine / CH₂Cl₂ / 2 h / 0 - 20 °C

4: 95 percent / pyridine / 20 °C

5: 88 percent / acetyl chloride / methanol / 0 - 20 °C

6: 84 percent / TMSOTf / CH₂Cl₂ / 2 h / 0 °C

7: 82 percent / acetyl chloride / methanol / 0 - 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; acetic acid; acetyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(03)00075-9

Reference yield:

allyl α-L-rhamnopyranoside (64650-81-3) → allyl 2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (541503-06-4)

Guidance literature:

Multi-step reaction with 8 steps

1: p-TsOH*H₂O / dimethylformamide / 12 h

2: pyridine / dimethylformamide / 24 h / 20 °C

3: 2.63 g / acetic acid / 1 h / Heating

4: 93 percent / pyridine / CH₂Cl₂ / 2 h / 0 - 20 °C

5: 95 percent / pyridine / 20 °C

6: 88 percent / acetyl chloride / methanol / 0 - 20 °C

7: 84 percent / TMSOTf / CH₂Cl₂ / 2 h / 0 °C

8: 82 percent / acetyl chloride / methanol / 0 - 20 °C

With pyridine; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; acetic acid; acetyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(03)00075-9

upstream raw materials:

allyl 3-O-acetyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside

allyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

allyl α-L-rhamnopyranoside

benzoyl chloride

Downstream raw materials:

allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-3-O-acetyl-4-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside