Propanedioic acid, 2-propenyl-, bis(phenylmethyl) ester

Base Information

• Chemical Name: Propanedioic acid, 2-propenyl-, bis(phenylmethyl) ester
• CAS No.: 173541-54-3
• Molecular Formula: C20H20O4
• Molecular Weight: 324.376
• Mol file: 173541-54-3.mol

Synonyms:

Chemical Property of Propanedioic acid, 2-propenyl-, bis(phenylmethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanedioic acid, 2-propenyl-, bis(phenylmethyl) ester

There total 2 articles about Propanedioic acid, 2-propenyl-, bis(phenylmethyl) ester 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: 95.0%

allylmalonic acid (2583-25-7) + benzyl alcohol (100-51-6,185532-71-2) → dibenzyl 2-allylmalonate (173541-54-3)

Guidance literature:

With sulfuric acid; In toluene; for 2h; Reflux;

DOI:10.1039/c3cc40533h

Reference yield: 90.0%

malonic acid dibenzyl ester (15014-25-2) + allyl bromide (106-95-6) → dibenzyl 2-allylmalonate (173541-54-3)

Guidance literature:

With sodium hydride; for 12h; Ambient temperature;

DOI:10.1055/s-1997-960

Reference yield: 100.0%

di-tert-butyl-diazodicarboxylate (870-50-8) + dibenzyl 2-allylmalonate (173541-54-3) → 2-allyl-2-(N,N’-di-tert-butoxycarbonylhydrazino)malonic acid di-benzyl ester (1618700-79-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1080/00397911.2014.905601

upstream raw materials:

malonic acid dibenzyl ester

allyl bromide

allylmalonic acid

benzyl alcohol

Downstream raw materials:

dibenzyl (2,3-epoxypropyl)malonate

2-allyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-oct-7-enyl]-malonic acid dibenzyl ester

5-Hydroxymethyl-2-oxo-tetrahydro-furan-3-carboxylic acid

acetic acid 5-oxo-4-phenylselanyl-4-tetradecanoyl-tetrahydro-furan-2-ylmethyl ester

Refernces

• 1、 Mittra, Asmita,Yamashita, Masayuki,Kawasaki, Ikuo,Murai, Hiromichi,Yoshioka, Tomomichi,Ohta, Shunsaku. "A Useful Oxidation Procedure for the Preparation of 3-Alkanoyltetronic Acids". . p. 909 - 910. Retrieved 1997.
• 2、 Robinson, Emily R. T.,Frost, Aileen B.,Elías-Rodríguez, Pilar,Smith, Andrew D.. "Enantioselective Isothiourea-Catalysed Michael-Michael-Lactonisation Cascade Reaction for the Synthesis of δ-Lactones and 1,2,3,4-Substituted Cyclopentanes". . p. 409 - 423. Retrieved 2016/12/24.