Methyl 3-(dimethoxyphosphinoyl)propionate

Base Information

• Chemical Name: Methyl 3-(dimethoxyphosphinoyl)propionate
• CAS No.: 18733-15-8
• Molecular Formula: C6H13 O5 P
• Molecular Weight: 196.14
• Hs Code.: 2931900090
• European Community (EC) Number: 242-543-8
• UNII: P77A23KM7V
• DSSTox Substance ID: DTXSID90172043
• Nikkaji Number: J222.289B
• Wikidata: Q83042187
• Mol file: 18733-15-8.mol

Synonyms:18733-15-8;methyl 3-(dimethoxyphosphoryl)propanoate;methyl 3-dimethoxyphosphorylpropanoate;DIMETHYL[2-(METHOXYCARBONYL)ETHYL]PHOSPHONATE;Methyl 3-(dimethoxyphosphinoyl)propionate;Propanoic acid, 3-(dimethoxyphosphinyl)-, methyl ester;P77A23KM7V;EINECS 242-543-8;UNII-P77A23KM7V;SCHEMBL816663;DTXSID90172043;MFCD00137948;AKOS017343536;Methyl 3-(dimethoxyphosphinyl)propionate;CS-0328440;Dimethyl-2-(methoxycarbonyl)ethanephosphonate;D87928;METHYL 3-(DIMETHOXYPHOSPHINYL)PROPANOATE;3-(Dimethoxyphosphinyl)propanoic acid methyl ester

Chemical Property of Methyl 3-(dimethoxyphosphinoyl)propionate

Chemical Property:

• Vapor Pressure: 0.0113mmHg at 25°C
• Refractive Index: 1.4390 (589.3 nm 20℃)
• Boiling Point: 261.8°Cat760mmHg
• Flash Point: 126.1°C
• PSA: 71.64000
• Density: 1.167g/cm³
• LogP: 1.03540
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 196.05006051
• Heavy Atom Count: 12
• Complexity: 182

Purity/Quality:

98% ^*data from raw suppliers

Dimethyl [2-(methoxycarbonyl)ethyl]phosphonate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCP(=O)(OC)OC

Technology Process of Methyl 3-(dimethoxyphosphinoyl)propionate

There total 15 articles about Methyl 3-(dimethoxyphosphinoyl)propionate 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: 98.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + Dimethyl phosphite (868-85-9) → methyl 3-(dimethoxyphosphinyl)propionate (18733-15-8)

Guidance literature:

With trimethylphosphane; In tetrahydrofuran; tert-butyl alcohol; at 0 - 25 ℃; for 1.08333h; Schlenk technique; Cooling with ice;

DOI:10.1016/j.tet.2017.10.070

Reference yield: 83.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3-(dimethoxyphosphinyl)propionate (18733-15-8)

Guidance literature:

With phosphorous acid trimethyl ester; In 2-methyl-propan-1-ol;

Reference yield: 28.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + trimethyl orthoformate (149-73-5) → methyl 3-(dimethoxyphosphinyl)propionate (18733-15-8) + 3-(methoxyphosphinyl)propanoic acid methyl ester (57384-28-8) + methyl bis(2-methoxycarbonylethyl)phosphinate (57384-29-9)

Guidance literature:

trimethyl orthoformate; With hypophosphorous acid; at 20 ℃; for 2h;

acrylic acid methyl ester; With N-ethyl-N,N-diisopropylamine; at 20 ℃; for 72h;

DOI:10.1039/b613404a

upstream raw materials:

methanol

methyl phosphite

sodium methylate

acrylic acid methyl ester

Downstream raw materials:

3-(dimethoxyphosphinyl)propanoic acid

Refernces

• 1、 -. "Synthesizing method for glufosinate-ammonium ammonium salt". Paragraph 0035; 0037; 0043; 0049. . Retrieved 2017/08/28.
• 2、 Wüster, Thomas,Kaczybura, Natasza,Brückner, Reinhard,Keller, Manfred. "Synthesis of enantiomerically pure model compounds of the glucose-6-phosphate-T1-translocase inhibitors kodaistatins A-D. Inferences with regard to the stereostructure of the natural products". . p. 7785 - 7809. Retrieved 2013/08/23.