Pyridine,2-[(S)-methylsulfinyl]-(9CI)

Base Information

• Chemical Name: Pyridine,2-[(S)-methylsulfinyl]-(9CI)
• CAS No.: 114977-57-0
• Molecular Formula: C₆H₇NOS
• Molecular Weight: 141.194
• Mol file: 114977-57-0.mol

Synonyms:Pyridine,2-(methylsulfinyl)-, (S)-; (S)-Methyl 2-pyridyl sulfoxide

Chemical Property of Pyridine,2-[(S)-methylsulfinyl]-(9CI)

Chemical Property:

• PSA: 49.17000
• LogP: 1.68470

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyridine,2-[(S)-methylsulfinyl]-(9CI)

There total 5 articles about Pyridine,2-[(S)-methylsulfinyl]-(9CI) 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: 95.0%

2-methylsulfanyl-pyridine (18438-38-5,79639-75-1) → 2-(methylsulfinyl)pyridine (114977-57-0)

Guidance literature:

With glucose-6-phosphate dehydrogenase; glucose-6-phosphate; recombinant 4-hydroxyacetophenone monooxygenase; dimethyl sulfoxide; NADPH; at 20 ℃; for 24h; pH=8 - 10.5; optical yield given as %ee; enantioselective reaction; aq. buffer; Enzymatic reaction;

DOI:10.1002/ejoc.201000890

Reference yield:

2-methylsulfinylpyridine (21948-75-4) → 2-(methylsulfonyl)pyridine (17075-14-8) + (R)-2-(methylsulfinyl)pyridine (93183-62-1) + 2-(methylsulfinyl)pyridine (114977-57-0)

Guidance literature:

With manganese(II) triflate; 1-Adamantanecarboxylic acid; C₃₂H₃₈N₄O₂; dihydrogen peroxide; In water; acetonitrile; at -30 - 20 ℃; for 0.5h; Reagent/catalyst; stereoselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1016/j.tetlet.2017.12.012

Reference yield:

2-methylsulfanyl-pyridine (18438-38-5,79639-75-1) → (R)-2-(methylsulfinyl)pyridine (93183-62-1) + 2-(methylsulfinyl)pyridine (114977-57-0)

Guidance literature:

In water; Yield given. Yields of byproduct given. Title compound not separated from byproducts; cyclohexanone monooxygenase, glucose-6-phosphate dehydrogenase, 0.05 M Tris-HCl buffer (pH 8.6), NADP, glucose-6-phosphate, overnight;

DOI:10.1016/S0957-4166(00)86040-1

upstream raw materials:

2-methylsulfanyl-pyridine

2-methylsulfinylpyridine

2-Sulfanylpyridine

Refernces

• 1、 Zhang, Huaiyuan,Cormanich, Rodrigo A.,Wirth, Thomas. "Chiral Ligands in Hypervalent Iodine Compounds: Synthesis and Structures of Binaphthyl-Based λ3-Iodanes". supporting information. . Retrieved 2021/12/22.
• 2、 Dai, Wen,Shang, Sensen,Lv, Ying,Li, Guosong,Li, Chunsen,Gao, Shuang. "Highly Chemoselective and Enantioselective Catalytic Oxidation of Heteroaromatic Sulfides via High-Valent Manganese(IV)-Oxo Cation Radical Oxidizing Intermediates". . p. 4890 - 4895. Retrieved 2017/07/24.