quinine (Rs)-2,4,6-triisopropylbenzenesulfinate

Base Information

• Chemical Name: quinine (Rs)-2,4,6-triisopropylbenzenesulfinate
• CAS No.: 1351958-45-6
• Molecular Formula: C₃₅H₄₆N₂O₃S
• Molecular Weight: 574.828
• Mol file: 1351958-45-6.mol

Synonyms:quinine (Rs)-2,4,6-triisopropylbenzenesulfinate

Chemical Property of quinine (Rs)-2,4,6-triisopropylbenzenesulfinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of quinine (Rs)-2,4,6-triisopropylbenzenesulfinate

There total 2 articles about quinine (Rs)-2,4,6-triisopropylbenzenesulfinate 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:

quinine (130-95-0) → quinine (Rs)-2,4,6-triisopropylbenzenesulfinate (1351958-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; triethylamine / tetrahydrofuran / 0.25 h / -78 - -70 °C / Inert atmosphere

2: tetrahydrofuran / 0.5 h / -70 °C / Inert atmosphere

With thionyl chloride; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo201825b

Reference yield:

C20H23N2O3S(1+)*Cl(1-) + (2,4,6-triisopropylphenyl)zinc chloride → quinine (Rs)-2,4,6-triisopropylbenzenesulfinate (1351958-45-6)

Guidance literature:

In tetrahydrofuran; at -70 ℃; for 0.5h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo201825b

Reference yield: 84.0%

quinine (Rs)-2,4,6-triisopropylbenzenesulfinate (1351958-45-6) → (R)-(+)-2,4,6-triisopropylphenylsulfinamide (592507-77-2)

Guidance literature:

With ammonia; lithium; ferric nitrate; In tetrahydrofuran; at -78 ℃; for 0.75h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo201825b

upstream raw materials:

quinine

Downstream raw materials:

(R)-(+)-2,4,6-triisopropylphenylsulfinamide