(S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl

Base Information

• Chemical Name: (S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl
• CAS No.: 1194840-64-6
• Molecular Formula: C₂₁H₂₀O₂S
• Molecular Weight: 336.455
• Mol file: 1194840-64-6.mol

Synonyms:(S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl

Chemical Property of (S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl

There total 5 articles about (S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl 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: 90.0%

(S(S))-(-)-2-iodo-1-methoxy-3-(p-tolylsulfinyl)benzene (1194840-60-2) + 2-Methylphenylboronic acid (16419-60-6) → (S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl (1194840-64-6)

Guidance literature:

(S(S))-(-)-2-iodo-1-methoxy-3-(p-tolylsulfinyl)benzene; With 1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; In 1,4-dioxane; at 20 ℃; for 0.25h; Inert atmosphere;

2-Methylphenylboronic acid; With cesium fluoride; In 1,4-dioxane; for 12h; diastereoselective reaction; Inert atmosphere; Reflux;

DOI:10.1021/ol9020755

Reference yield: 90.0%

(S)-2-bromo-1-methoxy-3-(p-tolylsulfinyl)benzene + 2-Methylphenylboronic acid (16419-60-6) → (S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl (1194840-64-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 110 ℃; for 3h; Microwave irradiation;

DOI:10.1002/anie.201407865

Reference yield:

(S(S))-(+)-1-methoxy-3-(p-tolylsulfinyl)benzene (20663-33-6) → (S)-2-methoxy-2'-methyl-6-(p-tolylsulfinyl)-1,1'-biphenyl (1194840-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 1.25 h / -78 °C

1.2: 0.5 h / -78 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 3 h / 110 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1002/anie.201407865

upstream raw materials:

(S(S))-(-)-2-iodo-1-methoxy-3-(p-tolylsulfinyl)benzene

2-Methylphenylboronic acid

(S(S))-(+)-1-methoxy-3-(p-tolylsulfinyl)benzene

sodium 4-methylbenzenesulfinate