dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate

Base Information

• Chemical Name: dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate
• CAS No.: 1399821-92-1
• Molecular Formula: C₁₁H₁₅O₄P
• Molecular Weight: 242.211
• Mol file: 1399821-92-1.mol

Synonyms:dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate

Chemical Property of dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate

Chemical Property:

Purity/Quality:

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Technology Process of dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate

There total 1 articles about dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate 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:

m-Toluic acid (99-04-7) → dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate (1399821-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / Reflux

2: n-butyllithium / tetrahydrofuran / -78 - 0 °C / Inert atmosphere

With n-butyllithium; sulfuric acid; In tetrahydrofuran;

DOI:10.1021/acs.jmedchem.0c01133

Reference yield: 98.0%

dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate (1399821-92-1) + 4-phenyl-4-vinyl-1,3-dioxolan -2-one (1459246-62-8) → dimethyl (Z)-(6-hydroxy-1-oxo-5-phenyl-1-(m-tolyl)hex-4-en-2-yl)phosphonate

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 1,5-bis-(diphenylphosphino)pentane; In acetonitrile; at 30 ℃; for 12h; stereoselective reaction; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/cctc.202001925

Reference yield: 97.5%

dimethyl [2-(m-methylphenyl)-2-oxoethyl]phosphonate (1399821-92-1) → dimethyl (S)-[2-hydroxy-2-(3-methylphenyl)ethyl]phosphonate

Guidance literature:

With C₄₈H₄₄ClO₄P₂Ru⁽¹⁺⁾*Cl^(1-); hydrogen; In methanol; at 50 ℃; for 19h; under 7500.75 Torr; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo301532t

upstream raw materials:

m-Toluic acid

Downstream raw materials:

dimethyl (1-acetamido-2-oxo-2-(m-tolyl)ethyl)phosphonate

dimethyl (1-acetamido-2-hydroxy-2-(m-tolyl)ethyl)phosphonate

Refernces