methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate

Base Information

• Chemical Name: methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate
• CAS No.: 1384247-11-3
• Molecular Formula: C₄₀H₅₄O₆
• Molecular Weight: 630.865
• Mol file: 1384247-11-3.mol

Synonyms:methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate

Chemical Property of methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate

There total 6 articles about methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate 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: 78.0%

methyl (3β,13ζ)-3-(benzoyloxy)-12-oxours-9(11)-en-28-oate (1384247-10-2) + acetic anhydride (108-24-7) → methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate (1384247-11-3)

Guidance literature:

With sulfuric acid; toluene-4-sulfonic acid; at 20 ℃; for 10h;

DOI:10.1002/hlca.201100452

Reference yield:

ursolic acid (77-52-1) → methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate (1384247-11-3)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 0 - 5 °C

2: pyridine

3: ozone / chloroform / 20 °C

4: hydrogen bromide; bromine; acetic acid / 12 h / 70 °C

5: sulfuric acid; toluene-4-sulfonic acid / 10 h / 20 °C

With pyridine; sulfuric acid; hydrogen bromide; bromine; toluene-4-sulfonic acid; ozone; acetic acid; In tetrahydrofuran; chloroform;

DOI:10.1002/hlca.201100452

Reference yield:

methyl (3β)-3-hydroxyurs-12-en-28-oate (915-32-2,26532-60-5,32208-45-0,74984-68-2,94482-47-0,121468-30-2) → methyl (3β)-12-(acetoxy)-3-(benzoyloxy)ursa-9(11),12-dien-28-oate (1384247-11-3)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: ozone / chloroform / 20 °C

3: hydrogen bromide; bromine; acetic acid / 12 h / 70 °C

4: sulfuric acid; toluene-4-sulfonic acid / 10 h / 20 °C

With pyridine; sulfuric acid; hydrogen bromide; bromine; toluene-4-sulfonic acid; ozone; acetic acid; In chloroform;

DOI:10.1002/hlca.201100452

upstream raw materials:

methyl (3β,13ζ)-3-(benzoyloxy)-12-oxoursan-28-oate

methyl (3β,13ζ)-3-(benzoyloxy)-12-oxours-9(11)-en-28-oate

acetic anhydride

ursolic acid

Downstream raw materials:

methyl (3β)-12-(acetoxy)-3-(benzoyloxy)-8,14-secoursa-8,11,13-trien-28-oate