(R_S,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine

Base Information

• Chemical Name: (R_S,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine
• CAS No.: 770743-79-8
• Molecular Formula: C₂₀H₂₃NOS₃
• Molecular Weight: 389.607
• Mol file: 770743-79-8.mol

Synonyms:(R_S,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine

Chemical Property of (R_S,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R_S,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine

There total 1 articles about (R_S,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine 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: 70.0%

2-(2'-hydroxyethyl)-1,3-dithiane (14947-48-9) + (R,E)-N-benzylidene-4-methylbenzenesulfinamide (158109-78-5) → (RS,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine (770743-79-8)

Guidance literature:

2-(2'-hydroxyethyl)-1,3-dithiane; (R,E)-N-benzylidene-4-methylbenzenesulfinamide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With p-toluenesulfonyl chloride; In tetrahydrofuran; at -78 - 0 ℃; for 1.5h;

DOI:10.1021/ol0485971

Reference yield:

(RS,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine (770743-79-8) → (R)-1-Phenyl-6,10-dithia-2-aza-spiro[4.5]decane

Guidance literature:

With trifluoroacetic acid; In dichloromethane; water; for 2h;

DOI:10.1021/ol0485971

Reference yield:

(RS,R)-(-)-N-(p-toluenesulfinyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine (770743-79-8) → (R)-(-)-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-one (770743-81-2)

Guidance literature:

Multi-step reaction with 3 steps

1: TFA / H₂O; CH₂Cl₂ / 2 h

2: 0.118 g / tetrahydrofuran / 1.5 h / -78 - 20 °C

3: 78 percent / bis(trifluoroacetoxy)iodobenzene / acetonitrile; H₂O / 2 h / -20 °C

With trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1021/ol0485971

upstream raw materials:

2-(2'-hydroxyethyl)-1,3-dithiane

(R,E)-N-benzylidene-4-methylbenzenesulfinamide

Downstream raw materials:

(R)-(-)-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-one

(2R,3R)-(-)-3-methyl-2-phenyl-1-(toluene-4-sulfonyl)pyrrolidin-3-ol

(R)-(+)-N-(p-toluenesulfonyl)-2-phenyl-3,3-(propanedisulfanyl)pyrrolidine