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

Base Information

• Chemical Name: p-methoxyphenyl 3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside
• CAS No.: 1237533-07-1
• Molecular Formula: C₅₁H₄₈O₁₆
• Molecular Weight: 916.933
• Mol file: 1237533-07-1.mol

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

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

There total 5 articles about p-methoxyphenyl 3-O-allyloxycarbonyl-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: 86.0%

3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (1096154-19-6) + 4-methoxyphenyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside (583041-02-5) → p-methoxyphenyl 3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (1237533-07-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -10 - 20 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1080/07328301003786789

Reference yield:

4-methoxyphenyl 4-O-benzoyl-α-L-rhamnopyranoside (583041-01-4) → p-methoxyphenyl 3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (1237533-07-1)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / dichloromethane / Inert atmosphere

2: pyridine / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice

3: ammonium cerium (IV) nitrate / acetonitrile / 0.33 h / 35 °C

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 °C / Inert atmosphere

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -10 - 20 °C / Molecular sieve; Inert atmosphere

With pyridine; ammonium cerium (IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1080/07328301003786789

Reference yield:

4-methoxyphenyl 3-O-allyloxycarbonyl-4-O-benzoyl-α-L-rhamnopyranoside → p-methoxyphenyl 3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl-(1->3)-2,4-di-O-benzoyl-α-L-rhamnopyranoside (1237533-07-1)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 20 °C / Inert atmosphere; Cooling with ice

2: ammonium cerium (IV) nitrate / acetonitrile / 0.33 h / 35 °C

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 °C / Inert atmosphere

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -10 - 20 °C / Molecular sieve; Inert atmosphere

With pyridine; ammonium cerium (IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1080/07328301003786789

upstream raw materials:

4-methoxyphenyl 3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranoside

3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranose

3-O-allyloxycarbonyl-2,4-di-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate

4-methoxyphenyl 2,4-di-O-benzoyl-α-L-rhamnopyranoside

Downstream raw materials:

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