(E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate

Base Information

• Chemical Name: (E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate
• CAS No.: 87088-58-2
• Molecular Formula: C₁₂H₁₅O₅P
• Molecular Weight: 270.222
• Mol file: 87088-58-2.mol

Synonyms:(E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate

Chemical Property of (E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate

There total 3 articles about (E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate 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: 86.0%

Dimethyl phosphite (868-85-9) + methyl cinnamate (103-26-4,1754-62-7) → (E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate (87088-58-2)

Guidance literature:

With magnesium(II) nitrate hexahydrate; silver nitrate; In tetrahydrofuran; at 70 ℃; for 0.166667h; regioselective reaction; Microwave irradiation;

DOI:10.1016/j.tet.2016.04.034

Reference yield: 55.0%

trimethyl phosphonoacetate (5927-18-4) + benzaldehyde (100-52-7) → (E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate (87088-58-2)

Guidance literature:

With piperidine; acetic acid; In toluene; for 8h; Reflux; Dean-Stark;

DOI:10.1055/s-0032-1317894

Reference yield:

trimethyl phosphonoacetate (5927-18-4) + N-(benzylidene)-p-methylbenzenesulfonamide (51608-60-7) → C12H15O5P (87088-37-7) + (E)-methyl 2-(dimethoxyphosphoryl)-3-phenylacrylate (87088-58-2)

Guidance literature:

With dimethyl sulfoxide; at 20 ℃; for 24h; optical yield given as %de; stereoselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1246/cl.2008.1218

upstream raw materials:

trimethyl phosphonoacetate

N-(benzylidene)-p-methylbenzenesulfonamide

benzaldehyde

Dimethyl phosphite

Downstream raw materials:

4-Cyclohex-1-enyl-2-(dimethoxy-phosphoryl)-3-phenyl-butyric acid methyl ester