(Sp)-n-propylphenyl-o-tolylphosphine oxide

Base Information

• Chemical Name: (Sp)-n-propylphenyl-o-tolylphosphine oxide
• CAS No.: 1582276-54-7
• Molecular Formula: C₁₆H₁₉OP
• Molecular Weight: 258.3
• Mol file: 1582276-54-7.mol

Synonyms:

Chemical Property of (Sp)-n-propylphenyl-o-tolylphosphine oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Sp)-n-propylphenyl-o-tolylphosphine oxide

There total 8 articles about (Sp)-n-propylphenyl-o-tolylphosphine oxide 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: 84.0%

bromobenzene (108-86-1,52753-63-6) + (±)-propyl(o-tolyl)phosphine oxide → (Sp)-n-propylphenyl-o-tolylphosphine oxide (1582276-54-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₃₆H₄₄NOPS; caesium carbonate; at 35 ℃; for 40h; enantioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b11938

Reference yield:

C26H38OP(1+)*Cl(1-) → (Rp)-n-propylphenyl-o-tolylphosphine oxide (1582276-61-6) + (Sp)-n-propylphenyl-o-tolylphosphine oxide (1582276-54-7)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In dichloromethane; water; toluene; acetonitrile; at 0 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201309556

Reference yield:

adamantyl hydrogen(o-tolyl)phosphinate (1619925-50-6) → (Sp)-n-propylphenyl-o-tolylphosphine oxide (1582276-54-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2: caesium carbonate; C₃₆H₄₄NOPS; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 40 h / 35 °C / Inert atmosphere; Sealed tube

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; C₃₆H₄₄NOPS; caesium carbonate; In tetrahydrofuran;

DOI:10.1021/jacs.9b11938

upstream raw materials:

(±)-n-propylphenyl-o-tolylphosphine

(±)-n-propylphenyl-o-tolylphosphine oxide

ortho-tolylmagnesium bromide

adamantyl hydrogen(o-tolyl)phosphinate