3β-Acetoxy-13-hydroxyurs-11-ene-28-oic acid lactone

Base Information

• Chemical Name: 3β-Acetoxy-13-hydroxyurs-11-ene-28-oic acid lactone
• CAS No.: 35959-08-1
• Molecular Formula: C32H48O4
• Molecular Weight: 496.72100
• Mol file: 35959-08-1.mol

Synonyms:

Chemical Property of 3β-Acetoxy-13-hydroxyurs-11-ene-28-oic acid lactone

Chemical Property:

• PSA: 52.60000
• LogP: 7.11100

Purity/Quality:

98%min ^*data from raw suppliers

3-Acetoxy-11-ursen-28,13-olide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3β-Acetoxy-13-hydroxyurs-11-ene-28-oic acid lactone

There total 5 articles about 3β-Acetoxy-13-hydroxyurs-11-ene-28-oic acid lactone 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: 90.0%

(3β)-3-acetoxy-urs-12-en-28-carboxylic acid (915-79-7,7372-30-7,94482-46-9,105452-47-9,121470-75-5) → 3β-acetoxyurs-11-en-28,13-olide (35959-08-1,108448-74-4)

Guidance literature:

With sodium periodate; cetyltrimethylammonim bromide; In tetrachloromethane; water; at 25 ℃; for 3h;

Reference yield: 75.0%

(3β)-3-acetoxy-urs-12-en-28-carboxylic acid (915-79-7,7372-30-7,94482-46-9,105452-47-9,121470-75-5) → 3β-acetoxyurs-11-en-28,13-olide (35959-08-1,108448-74-4) + 3β-(acetyloxy)-12α-bromo-13-hydroxyursan-28-oic acid γ-lactone (160911-71-7)

Guidance literature:

With N-Bromosuccinimide; In 1,4-dioxane; water; at 60 - 65 ℃; Product distribution; other solvents, other temperatures;

DOI:10.1016/S0040-4020(01)89285-1

Reference yield: 15.0%

(3β)-3-acetoxy-urs-12-en-28-carboxylic acid (915-79-7,7372-30-7,94482-46-9,105452-47-9,121470-75-5) → 3-O-acetyl-20β-hydroxy-urs-11-en-28,13-olide + 11-oxo-ursolic acid acetate (71623-71-7,35959-01-4) + 3β-acetoxyurs-11-en-28,13-olide (35959-08-1,108448-74-4)

Guidance literature:

With 3,3-dimethyldioxirane; In chloroform; at 20 ℃;

DOI:10.1248/cpb.55.247

upstream raw materials:

(3β)-3-acetoxy-urs-12-en-28-carboxylic acid

acetic anhydride

ursolic acid lactone

Refernces

• 1、 Tkachev, Alexey V.,Denisov, Alexey Yu.,Gatilov, Yuri V.,Bagryanskaya, Irina Yu.,Shevtsov, Sergey A.,Rybalova, Tatjana V.. "Stereochemistry of hydrogen peroxide - Acetic acid oxidation of ursolic acid and related compounds". . p. 11459 - 11488. Retrieved 2007/10/02.