Ethyl 2-(diethoxyphosphoryl)prop-2-enoate

Base Information

• Chemical Name: Ethyl 2-(diethoxyphosphoryl)prop-2-enoate
• CAS No.: 20345-61-3
• Molecular Formula: C9H17O5P
• Molecular Weight: 236.205
• DSSTox Substance ID: DTXSID70454713
• Nikkaji Number: J896.728H
• Wikidata: Q82276400
• Mol file: 20345-61-3.mol

Synonyms:20345-61-3;Ethyl 2-diethoxyphosphorylprop-2-enoate;ETHYL 2-(DIETHOXYPHOSPHORYL)PROP-2-ENOATE;ethyl 2-diethylphosphonoacrylate;ethyl 2-(diethoxyphosphoryl)acrylate;2-Propenoic acid, 2-(diethoxyphosphinyl)-, ethyl ester;SCHEMBL1446992;DTXSID70454713;HGUXWCBODIJKDZ-UHFFFAOYSA-N;ethyl 2-diethoxyphosphinylpropenoate;ethyl 2-diethoxyphosphinoylpropenoate;BBL102462;MFCD19105227;STL556265;AKOS017343302;2-diethylphosphonoacrylic acid ethyl ester;2-(Diethoxyphosphinyl)acrylic acid ethyl ester;2-(Diethoxy-phosphoryl)-acrylic acid ethyl ester

Chemical Property of Ethyl 2-(diethoxyphosphoryl)prop-2-enoate

Chemical Property:

• PSA: 71.64000
• LogP: 2.32930
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 236.08136064
• Heavy Atom Count: 15
• Complexity: 264

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=C)P(=O)(OCC)OCC

Technology Process of Ethyl 2-(diethoxyphosphoryl)prop-2-enoate

There total 12 articles about Ethyl 2-(diethoxyphosphoryl)prop-2-enoate 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: 100.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → ethyl 2-diethoxyphosphinoylacrylate (20345-61-3)

Guidance literature:

formaldehyd; diethoxyphosphoryl-acetic acid ethyl ester; With piperidine; In methanol; at 80 ℃; for 36h;

With toluene-4-sulfonic acid; In toluene; for 16h; Dean-Stark; Reflux;

DOI:10.1080/14756366.2018.1518959

Reference yield: 95.0%

Aethyl-2-diaethylphosphono-2-phenylselenylpropionat (64739-80-6) → ethyl 2-diethoxyphosphinoylacrylate (20345-61-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4039(00)02021-9

Reference yield:

2-(diethoxy-phosphoryl)-3-hydroxy-propionic acid ethyl ester → ethyl 2-diethoxyphosphinoylacrylate (20345-61-3)

Guidance literature:

With hydrogen cation;

DOI:10.1021/jo9805450

upstream raw materials:

formaldehyd

diethoxyphosphoryl-acetic acid ethyl ester

Aethyl-2-diaethylphosphono-2-phenylselenylpropionat

2-Benzenesulfinyl-2-(diethoxy-phosphoryl)-propionic acid ethyl ester

Downstream raw materials:

ethyl 2-(methylthio)-4-(ethoxycarbonyl)-7-phenylhept-4-en-6-ynoate

ethyl (E)-2-<(phenylthio)methyl>-7-methyl-2,7-octadienoate

ethyl (Z)-2-<(phenylthio)methyl>-7-methyl-2,7-octadienoate

4-Methanesulfinyl-4-methylsulfanyl-2-[1-phenyl-meth-(E)-ylidene]-butyric acid ethyl ester

Refernces

• 1、 Martyres, Domnic H,Baldwin, Jack E,Adlington, Robert M,Lee, Victor,Probert, Mike R,Watkin, David J. "Synthesis of a novel thiabicyclo[3.2.0]heptan-6-one analogue of penicillin". . p. 4999 - 5007. Retrieved 2001.
• 2、 Kleschick,W.A.,Heathcock,C.H.. "-". . p. 1256 - 1259. Retrieved 1978.
• 3、 Magalh?es, Joana,Franko, Nina,Annunziato, Giannamaria,Pieroni, Marco,Benoni, Roberto,Nikitjuka, Anna,Mozzarelli, Andrea,Bettati, Stefano,Karawajczyk, Anna,Jirgensons, Aigars,Campanini, Barbara,Costantino, Gabriele. "Refining the structure?activity relationships of 2-phenylcyclopropane carboxylic acids as inhibitors of O-acetylserine sulfhydrylase isoforms". . p. 31 - 43. Retrieved 2018/11/01.
• 4、 -. "PAIN RELIEF COMPOUNDS". Paragraph 0482. . Retrieved 2015/02/19.