(S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester

Base Information

• Chemical Name: (S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester
• CAS No.: 86448-50-2
• Molecular Formula: C₁₈H₂₅O₅P
• Molecular Weight: 352.367
• Mol file: 86448-50-2.mol

Synonyms:(S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester

Chemical Property of (S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester

There total 3 articles about (S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl 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: 91.0%

diethyl (3E)-(1-ethoxycarbonyl-4-phenyl-1,3-butadienyl)phosphonate (18896-68-9,93939-12-9,93939-13-0) + dimethylsulfoxonium methylide (70775-39-2,5367-24-8) → (S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester (86448-50-2)

Guidance literature:

In dimethyl sulfoxide; at 50 ℃; for 5h;

DOI:10.1016/S0040-4039(00)81522-1

Reference yield:

(E)-3-phenylpropenal (14371-10-9) → (S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester (86448-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) piperidine/EtOH; 2.) p-MeC₆H₄SO₃H / 1.) 30 h, reflux; 2.) 3 h, reflux

2: 91 percent / dimethylsulfoxide / 5 h / 50 °C

With piperidine; ethanol; toluene-4-sulfonic acid; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)81522-1

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → (S)-1-(Diethoxy-phosphoryl)-4-phenyl-cyclopent-2-enecarboxylic acid ethyl ester (86448-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) piperidine/EtOH; 2.) p-MeC₆H₄SO₃H / 1.) 30 h, reflux; 2.) 3 h, reflux

2: 91 percent / dimethylsulfoxide / 5 h / 50 °C

With piperidine; ethanol; toluene-4-sulfonic acid; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)81522-1

upstream raw materials:

diethyl (3E)-(1-ethoxycarbonyl-4-phenyl-1,3-butadienyl)phosphonate

dimethylsulfoxonium methylide

(E)-3-phenylpropenal

diethoxyphosphoryl-acetic acid ethyl ester