Iriflophene 2-O-alpha-L-rhampyraside

Base Information

• Chemical Name: Iriflophene 2-O-alpha-L-rhampyraside
• CAS No.: 943989-68-2
• Molecular Formula: C19H20O9
• Molecular Weight: 392.362
• Mol file: 943989-68-2.mol

Synonyms:Acetic acid,4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-yl ester;4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl acetate;Urs-12-en-3-yl acetate;

Chemical Property of Iriflophene 2-O-alpha-L-rhampyraside

Chemical Property:

• Boiling Point: 725.8±60.0 °C(Predicted)
• PKA: 7.03±0.40(Predicted)
• PSA: 156.91000
• Density: 1.561±0.06 g/cm3(Predicted)
• LogP: 0.24070

Purity/Quality:

98%Min ^*data from raw suppliers

Iriflophenone2-O-alpha-L-rhamnopyranoside >98%,StandardReferencesGrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Iriflophene 2-O-alpha-L-rhampyraside

There total 6 articles about Iriflophene 2-O-alpha-L-rhampyraside 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:

1,3,5-triacetoxybenzene (2999-40-8) → 4,4',6-trihydroxybenzophenone 2-O-α-L-rhamnopyranoside (943989-68-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride; water / N,N-dimethyl-formamide / 0 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / -20 °C

3.1: trifluoroacetic anhydride / dichloromethane / 0.17 h / 0 °C

3.2: 20 °C

4.1: sodium methylate / methanol; dichloromethane / 0.5 h

5.1: potassium carbonate; tetrabutylammomium bromide / chloroform; water / 1 h / 50 °C

5.2: 24 h / 50 °C

6.1: 10% Pd/C; acetic acid; hydrogen / ethyl acetate / 4 h / 760.05 Torr

7.1: sodium methylate / methanol; dichloromethane / 0.5 h

With 10% Pd/C; tetrabutylammomium bromide; water; hydrogen; sodium methylate; sodium hydride; potassium carbonate; acetic acid; trifluoroacetic anhydride; In methanol; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/ardp.201200125

Reference yield:

2,6-di-O-acetyl-4,4'-di-O-benzyl-benzophenone (1412888-39-1) → 4,4',6-trihydroxybenzophenone 2-O-α-L-rhamnopyranoside (943989-68-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium methylate / methanol; dichloromethane / 0.5 h

2.1: potassium carbonate; tetrabutylammomium bromide / chloroform; water / 1 h / 50 °C

2.2: 24 h / 50 °C

3.1: 10% Pd/C; acetic acid; hydrogen / ethyl acetate / 4 h / 760.05 Torr

4.1: sodium methylate / methanol; dichloromethane / 0.5 h

With 10% Pd/C; tetrabutylammomium bromide; hydrogen; sodium methylate; potassium carbonate; acetic acid; In methanol; dichloromethane; chloroform; water; ethyl acetate;

DOI:10.1002/ardp.201200125

Reference yield:

2,6-dihydroxy-4,4'-di-O-benzyl-benzophenone (1412888-41-5) → 4,4',6-trihydroxybenzophenone 2-O-α-L-rhamnopyranoside (943989-68-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate; tetrabutylammomium bromide / chloroform; water / 1 h / 50 °C

1.2: 24 h / 50 °C

2.1: 10% Pd/C; acetic acid; hydrogen / ethyl acetate / 4 h / 760.05 Torr

3.1: sodium methylate / methanol; dichloromethane / 0.5 h

With 10% Pd/C; tetrabutylammomium bromide; hydrogen; sodium methylate; potassium carbonate; acetic acid; In methanol; dichloromethane; chloroform; water; ethyl acetate;

DOI:10.1002/ardp.201200125

upstream raw materials:

3,5-dihydroxyphenol

1,3,5-triacetoxybenzene

1,3-di-O-acetyl-5-O-benzyl-benzophenone

2,6-di-O-acetyl-4,4'-di-O-benzyl-benzophenone

Downstream raw materials:

4,2',4',6'-tetrahydroxybenzophenone

Refernces