Pyridine, 2-[(4-methylphenyl)sulfinyl]-, (S)-

Base Information

• Chemical Name: Pyridine, 2-[(4-methylphenyl)sulfinyl]-, (S)-
• CAS No.: 113493-48-4
• Molecular Formula: C12H11NOS
• Molecular Weight: 217.291
• Mol file: 113493-48-4.mol

Synonyms:

Chemical Property of Pyridine, 2-[(4-methylphenyl)sulfinyl]-, (S)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyridine, 2-[(4-methylphenyl)sulfinyl]-, (S)-

There total 6 articles about Pyridine, 2-[(4-methylphenyl)sulfinyl]-, (S)- 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: 83.0%

(S)-(S)-2,3-bis(p-tolylsulfinyl)pyridine (135522-07-5,135522-08-6) → (S)-(+)-2-[(4'-methylphenyl)sulfinyl]pyridine (113493-48-4)

Guidance literature:

With para-methylphenylmagnesium bromide; In tetrahydrofuran; at -90 ℃;

DOI:10.1016/0040-4039(91)80657-R

Reference yield: 45.0%

1-bromo-2-(triisopropylsilyl)acetylene (111409-79-1) + 2-[(4-methylphenylsulfinyl)]pyridine (116248-64-7) → (R)-2-((4-methyl-2-((triisopropylsilyl)ethynyl)phenyl)sulfinyl)pyridine + (S)-(+)-2-[(4'-methylphenyl)sulfinyl]pyridine (113493-48-4)

Guidance literature:

With palladium diacetate; silver carbonate; L-Pyroglutamic acid; In tert-Amyl alcohol; toluene; at 50 ℃; for 24h; Reagent/catalyst; Solvent; enantioselective reaction; Catalytic behavior; Schlenk technique;

DOI:10.1021/acs.orglett.1c02918

Reference yield: 41.0%

C18H29BrOSi + 2-[(4-methylphenylsulfinyl)]pyridine (116248-64-7) → 2-((R)-(2-(((1R,3R)-2-((tert-butyldimethylsilyl)oxy)adamantan-2-yl)ethynyl)-4-methylphenyl)sulfinyl)pyridine + (S)-(+)-2-[(4'-methylphenyl)sulfinyl]pyridine (113493-48-4) + (R)-(-)-2-[(4'-methylphenyl)sulfinyl]pyridine (113493-49-5)

Guidance literature:

With palladium diacetate; silver nitrate; L-Pyroglutamic acid; In tert-butyl alcohol; at 65 ℃; for 12h; enantioselective reaction; Schlenk technique;

DOI:10.1021/acs.orglett.1c02918

upstream raw materials:

(S)-(S)-2,3-bis(p-tolylsulfinyl)pyridine

2-[(4-methylphenylsulfinyl)]pyridine

1-bromo-2-(triisopropylsilyl)acetylene

Refernces

• 1、 Shibutani, Tadao,Fujihara, Hisashi,Furukawa, Naomichi. "A NEW AND CONVENIENT PROCESS FOR PREPARATION OF OPTICALLY PURE ARYL 2-PYRIDYL SULFOXIDES". . p. 2947 - 2948. Retrieved 2007/10/02.