(R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine

Base Information

• Chemical Name: (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine
• CAS No.: 1218989-40-2
• Molecular Formula: C₁₄H₂₀BrNOS
• Molecular Weight: 330.289
• Mol file: 1218989-40-2.mol

Synonyms:(R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine

Chemical Property of (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine

There total 3 articles about (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-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: 96.0%

(S,E)-N-(4-chloro-1-(4-bromophenyl)butylidene)-2-methylpropane-2-sulfinamide (1218989-23-1) → (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine (1218989-40-2)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 - 23 ℃; for 4h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo902710s

Reference yield:

C14H21BrClNOS (1218989-39-9) → (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine (1218989-40-2)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 1h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo902710s

Reference yield:

1-(4-bromophenyl)-4-chlorobutan-1-one (4559-96-0) → (R)-1-((S)-2-methyl-propane-2-sulfinyl)-2-(4-bromophenyl)-pyrrolidine (1218989-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1: titanium(IV) tetraethanolate / tetrahydrofuran / 48 h / 65 °C / Inert atmosphere

2: lithium triethylborohydride / tetrahydrofuran / 3 h / -78 °C

3: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C

With titanium(IV) tetraethanolate; lithium triethylborohydride; lithium hexamethyldisilazane; In tetrahydrofuran;

upstream raw materials:

(S,E)-N-(4-chloro-1-(4-bromophenyl)butylidene)-2-methylpropane-2-sulfinamide

C₁₄H₂₁BrClNOS

1-(4-bromophenyl)-4-chlorobutan-1-one

Downstream raw materials:

(R)-2-(4-bromophenyl)-pyrrolidine