Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester

Base Information

• Chemical Name: Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester
• CAS No.: 155306-02-8
• Molecular Formula: C16H20O4
• Molecular Weight: 276.332
• Mol file: 155306-02-8.mol

Synonyms:

Chemical Property of Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) ester

There total 1 articles about Propanedioic acid, (phenylmethylene)-, bis(1-methylethyl) 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: 93.0%

diisopropyl malonate (13195-64-7) + benzaldehyde (100-52-7) → diisopropyl 2-(phenylmethylidene)malonate (155306-02-8)

Guidance literature:

With titanium(IV) isopropylate; In isopropyl alcohol; at 22 ℃; for 50h;

DOI:10.1016/j.tet.2005.06.008

Reference yield: 86.0%

diisopropyl 2-(phenylmethylidene)malonate (155306-02-8) + N-(benzylidene)aniline N-oxide (1137-96-8,26505-49-7,201024-81-9) → di-iso-propyl 2,3,5-triphenyl-4,4-isoxazolidine-dicarboxylate (1309166-93-5)

Guidance literature:

N-(benzylidene)aniline N-oxide; With C₂₃H₄₄N₄O₄; nickel(II) perchlorate hexahydrate; In dichloromethane; at 30 ℃; for 1h;

diisopropyl 2-(phenylmethylidene)malonate; In dichloromethane; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/chem.201100053

Reference yield: 85.0%

diisopropyl 2-(phenylmethylidene)malonate (155306-02-8) + trimethylsulfoxonium iodide (1774-47-6) → diisopropyl 2-phenylcyclopropane-1,1-dicarboxylate (1093350-38-9)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 23 ℃; for 1h; Inert atmosphere;

diisopropyl 2-(phenylmethylidene)malonate; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0036-1588703

upstream raw materials:

diisopropyl malonate

benzaldehyde

Downstream raw materials:

2-{[2-(2,2-Dimethyl-propionylamino)-3,6-dimethoxy-phenyl]-phenyl-methyl}-malonic acid diisopropyl ester

Refernces

• 1、 Kazia, Armands,Melngaile, Renate,Mishnev, Anatoly,Veliks, Janis. "Johnson-Corey-Chaykovsky fluorocyclopropanation of double activated alkenes: Scope and limitations". supporting information. p. 1384 - 1388. Retrieved 2020/03/03.
• 2、 Yamashita, Kohei,Tanaka, Takanori,Hayashi, Masahiko. "Use of isopropyl alcohol as a solvent in Ti(O-i-Pr)4-catalyzed Kn?evenagel reactions". . p. 7981 - 7985. Retrieved 2007/10/03.