(R)-2-benzoyloxy-1-dimethoxyphosphorylpropane

Base Information

• Chemical Name: (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane
• CAS No.: 1104662-10-3
• Molecular Formula: C₁₂H₁₇O₅P
• Molecular Weight: 272.238
• Mol file: 1104662-10-3.mol

Synonyms:(R)-2-benzoyloxy-1-dimethoxyphosphorylpropane

Chemical Property of (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane

There total 6 articles about (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane 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: 88.0%

(Z)-2-benzoyloxy-1-dimethoxyphosphoryl-1-propene → (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane (1104662-10-3) + propanephosphonic acid dimethyl ester (18755-43-6)

Guidance literature:

With BF₄^(1-)*C₈H₁₂*C₄₂H₄₆O₃P₂*Rh⁽¹⁺⁾; hydrogen; In dichloromethane; at 25 ℃; for 24h; under 3040.2 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.200801588

Reference yield:

(Z)-2-benzoyloxy-1-dimethoxyphosphoryl-1-propene → (S)-2-benzoyloxy-1-dimethoxyphosphorylpropane (1104662-26-1) + (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane (1104662-10-3) + propanephosphonic acid dimethyl ester (18755-43-6)

Guidance literature:

With BF₄^(1-)*C₈H₁₂*C₃₂H₅₀O₃P₂*Rh⁽¹⁺⁾; hydrogen; In dichloromethane; at 25 ℃; for 24h; under 3040.2 Torr; optical yield given as %ee; Inert atmosphere;

DOI:10.1002/chem.200801588

Reference yield:

dimethyl (2-oxopropyl)phosphonate (4202-14-6) → (R)-2-benzoyloxy-1-dimethoxyphosphorylpropane (1104662-10-3) + propanephosphonic acid dimethyl ester (18755-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere

1.2: 16 h / Inert atmosphere

2.1: BF₄^(1-)*C₅₀H₅₉IrO₃P₂⁽¹⁺⁾; hydrogen / dichloromethane / 24 h / 25 °C / 3040.2 Torr

With BF₄^(1-)*C₅₀H₅₉IrO₃P₂⁽¹⁺⁾; hydrogen; sodium hydride; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1002/adsc.201000611

upstream raw materials:

dimethyl (2-oxopropyl)phosphonate

benzoyl chloride

Refernces

• 1、 Vargas, Sergio,Suarez, Andres,Alvarez, Eleuterio,Pizzano, Antonio. "Highly enantioselective hydrogenation of enol ester phosphonates: A versatile procedure for the preparation of chiral β-hydroxyphosphonates". scheme or table. p. 9856 - 9859. Retrieved 2009/10/02.