Methyl benthamate

Base Information

• Chemical Name: Methyl benthamate
• CAS No.: 14511-72-9
• Molecular Formula: C₃₁H₅₀O₄
• Molecular Weight: 486.736
• Mol file: 14511-72-9.mol

Synonyms:3β,19-Dihydroxyurs-12-en-28-oic acid methyl ester;3β,19α-Dihydroxyurs-12-ene-28-oic acid methyl ester;Benthamic acid methyl ester;Methyl benthamate;Methyl pomolate;Randialic acid A methyl ester

Chemical Property of Methyl benthamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl benthamate

There total 11 articles about Methyl benthamate 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: 99.6%

polnolic acid (13849-91-7,19870-71-4,109008-39-1,119067-01-5) + diazomethyl-trimethyl-silane (18107-18-1) → pomolic acid 3β-acetate (14511-72-9)

Guidance literature:

In methanol; benzene;

DOI:10.1080/14786419.2019.1655017

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 3β,19α-dihydroxyurs-12-en-28-oic acid 28-β-D-glucopyranosyl ester (83725-24-0) → pomolic acid 3β-acetate (14511-72-9)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1.) MeOH, reflux, 1 h;

DOI:10.1016/0031-9422(82)80145-3

Reference yield:

ilexoside B methyl ester (108529-15-3) → pomolic acid 3β-acetate (14511-72-9)

Guidance literature:

With protease (Aspergillus saitoi); In ethanol; at 37 ℃; for 144h; pH=4.0;

DOI:10.1248/cpb.35.841

upstream raw materials:

diazomethane

acetic anhydride

polnolic acid

3β,19α-dihydroxyurs-12-en-28-oic acid 28-β-D-glucopyranosyl ester

Downstream raw materials:

pomonic acid methyl ester

Refernces

• 1、 Rai, Renu,Siddiqui,Singh. "Triterpenoidal glycosides from the seeds of Dendrocalamus strictus". . p. 518 - 520. Retrieved 2007/10/03.
• 2、 Inada,Kobayashi,Murata,Nakanishi. "Two new triterpenoid glycosides from leaves of Ilex chinensis Sims". . p. 841 - 845. Retrieved 2007/10/02.