(S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide

Base Information

• Chemical Name: (S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide
• CAS No.: 935662-17-2
• Molecular Formula: C₉H₁₀Cl₂OS
• Molecular Weight: 237.15
• Mol file: 935662-17-2.mol

Synonyms:(S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide

Chemical Property of (S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide

There total 2 articles about (S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide 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: 72.0%

(SS)-p-chlorophenyl propyl sulfoxide (935662-12-7) → (S,SS)-p-chlorophenyl 1-chloropropyl sulfoxide (935662-17-2) + C9H10Cl2OS

Guidance literature:

With N-chloro-succinimide; potassium carbonate; In dichloromethane; at 20 ℃; for 120h;

DOI:10.1021/ja068808s

Reference yield:

p-chlorphenyl n-propyl sulfide (16155-32-1) → (S,SS)-p-chlorophenyl 1-chloropropyl sulfoxide (935662-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / aq. H₂O₂ / VO(acac)2; (S)-(3,5-diiodo-6-OH-C₆H₂)-(E)-CH=N-CH(t-Bu)-CH₂OH / CHCl₃ / 0 °C

2: 72 percent / K₂CO₃; N-chlorosuccinimide / CH₂Cl₂ / 120 h / 20 °C

With N-chloro-succinimide; dihydrogen peroxide; potassium carbonate; bis(acetylacetonate)oxovanadium; In dichloromethane; chloroform; 1: Jackson-Ellman-Bolm oxidation / 2: Yakamawa chlorination;

DOI:10.1021/ja068808s

Reference yield: 29.0%

(S,SS)-p-chlorophenyl 1-chloropropyl sulfoxide (935662-17-2) + 5,5-dimethyl-2-(2-phenylethyl)benzo-1,3,2-dioxaborinate (676593-26-3) → (S)-1-phenylpentan-3-ol (71747-37-0)

Guidance literature:

(S,S_S)-p-chlorophenyl 1-chloropropyl sulfoxide; 5,5-dimethyl-2-(2-phenylethyl)benzo-1,3,2-dioxaborinate; With tert.-butyl lithium; In toluene; pentane; at -78 - 20 ℃; for 4h;

With sodium hydroxide; dihydrogen peroxide; In toluene; pentane; at 20 ℃; for 2h; Further stages.;

DOI:10.1021/ja068808s

upstream raw materials:

(S_S)-p-chlorophenyl propyl sulfoxide

p-chlorphenyl n-propyl sulfide

Downstream raw materials:

(R)-1-phenyl-3-pentanol

(S)-1-phenylpentan-3-ol

Refernces