(2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane

Base Information

• Chemical Name: (2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane
• CAS No.: 474093-54-4
• Molecular Formula: C₂₂H₂₁OP
• Molecular Weight: 332.382
• Mol file: 474093-54-4.mol

Synonyms:(2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane

Chemical Property of (2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane

There total 19 articles about (2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane 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: 89.0%

(S,S)-(-)-1-r,2-c,5-t-triphenylphospholane (138258-77-2) → (2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane (474093-54-4)

Guidance literature:

With dihydrogen peroxide; In Petroleum ether; at -15 ℃; for 4h;

DOI:10.1016/j.tet.2007.05.053 DOI:10.1039/b603659g

Reference yield: 88.0%

bromobenzene (108-86-1,52753-63-6) + (S,S)-(-)-1-chloro-1-r-oxo-2-c,5-t-diphenylphospholane (474093-56-6) → (2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane (474093-54-4)

Guidance literature:

bromobenzene; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -40 - 20 ℃; for 0.25h;

(S,S)-(-)-1-chloro-1-r-oxo-2-c,5-t-diphenylphospholane; In tetrahydrofuran; at -60 - 20 ℃;

DOI:10.1002/ejoc.200500577

Reference yield: 79.0%

iodobenzene (591-50-4) + (S,S)-(-)-1-r-oxo-2-c,5-t-diphenylphospholane (474093-57-7) → (2S,5S)-(-)-1-r-oxo-1,2-c,5-triphenyl phospholane (474093-54-4)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; N-ethyl-N,N-diisopropylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 100 - 105 ℃; for 16h;

DOI:10.1016/S0040-4020(02)00554-9

upstream raw materials:

iodobenzene

(S,S)-(-)-1-r-oxo-2-c,5-t-diphenylphospholane

phenyllithium

(S,S)-(-)-1-chloro-1-r-oxo-2-c,5-t-diphenylphospholane

Downstream raw materials:

(S,S)-(-)-1-r,2-c,5-t-triphenylphospholane

(2S,5S)-(+)-1,2,5-tricyclohexyl-1-oxophospholane