Methyl [ethenyl(phenyl)phosphoryl]acetate

Base Information

• Chemical Name: Methyl [ethenyl(phenyl)phosphoryl]acetate
• CAS No.: 77085-87-1
• Molecular Formula: C₁₁H₁₃O₃P
• Molecular Weight: 224.196
• DSSTox Substance ID: DTXSID90448856
• Nikkaji Number: J408.223K
• Mol file: 77085-87-1.mol

Synonyms:77085-87-1;DTXSID90448856;methyl [phenyl(vinyl)phosphoryl]acetate;Methyl [ethenyl(phenyl)phosphoryl]acetate;(2-Methoxy-2-oxoethyl)phenylvinylphosphine oxide

Chemical Property of Methyl [ethenyl(phenyl)phosphoryl]acetate

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 224.06023127
• Heavy Atom Count: 15
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CP(=O)(C=C)C1=CC=CC=C1

Technology Process of Methyl [ethenyl(phenyl)phosphoryl]acetate

There total 1 articles about Methyl [ethenyl(phenyl)phosphoryl]acetate 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: 46.2%

butoxy(phenyl)(vinyl)phosphine (77085-88-2) + bromoacetic acid methyl ester (96-32-2) → (methoxycarbonylmethyl)phenylvinylphosphine oxide (77085-87-1)

Guidance literature:

at 100 - 105 ℃; for 0.5h;

DOI:10.1016/0040-4020(80)80133-5

Reference yield: 22.4%

(methoxycarbonylmethyl)phenylvinylphosphine oxide (77085-87-1) → ((R)-Phenyl-vinyl-phosphinoyl)-acetic acid (159303-61-4)

Guidance literature:

With sodium hydroxide; pig liver esterase; In water; for 4h; Ambient temperature; pH = 7.0;

DOI:10.1016/0040-4039(94)88231-2

Reference yield:

(methoxycarbonylmethyl)phenylvinylphosphine oxide (77085-87-1) → ((R)-Ethyl-phenyl-phosphinoyl)-acetic acid

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C

2: NaOH, pig liver esterase / H₂O / 8 h / Ambient temperature; pH = 7

With sodium hydroxide; pig liver esterase; hydrogen; palladium on activated charcoal; In water;

DOI:10.1016/0040-4039(94)88231-2

upstream raw materials:

butoxy(phenyl)(vinyl)phosphine

bromoacetic acid methyl ester

Downstream raw materials:

((R)-Phenyl-vinyl-phosphinoyl)-acetic acid

((S)-Phenyl-vinyl-phosphinoyl)-acetic acid methyl ester

(Ethyl-phenyl-phosphinoyl)-acetic acid methyl ester

((R)-Ethyl-phenyl-phosphinoyl)-acetic acid methyl ester