(S_S)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide

Base Information

• Chemical Name: (S_S)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide
• CAS No.: 869478-56-8
• Molecular Formula: C₁₉H₃₃N₃OS
• Molecular Weight: 351.557
• Mol file: 869478-56-8.mol

Synonyms:(S_S)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide

Chemical Property of (S_S)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S_S)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide

There total 4 articles about (S_S)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide 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: 68.0%

4-{4-methyl-2-[(S)-2-methyl-1-((SS)-2-methyl-propane-2-sulfinylamino)-propyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester (851484-99-6) → (S)-2-Methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propylamine + (SS)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide (869478-56-8) + C24H39N3O2S

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jo051514p

Reference yield:

2-fluoro-5-methylbenzaldehyde (93249-44-6) → (SS)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide (869478-56-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 61 percent / K₂CO₃ / N,N-dimethyl-acetamide / 22 h / 155 °C

2: 99 percent / Ti(OEt)4 / tetrahydrofuran; ethanol / 16 h / 20 °C

3: 71 percent / Me₃Al / tetrahydrofuran; pentane; heptane / 1 h / -68 °C

4: 68 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

With titanium(IV) tetraethanolate; trimethylaluminum; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; ethanol; n-heptane; dichloromethane; N,N-dimethyl acetamide; pentane;

DOI:10.1021/jo051514p

Reference yield:

4-(2-formyl-4-methyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (851753-68-9) → (SS)-2-methyl-propane-2-sulfinic acid [(S)-2-methyl-1-(5-methyl-2-piperazin-1-yl-phenyl)-propyl]-amide (869478-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / Ti(OEt)4 / tetrahydrofuran; ethanol / 16 h / 20 °C

2: 71 percent / Me₃Al / tetrahydrofuran; pentane; heptane / 1 h / -68 °C

3: 68 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

With titanium(IV) tetraethanolate; trimethylaluminum; trifluoroacetic acid; In tetrahydrofuran; ethanol; n-heptane; dichloromethane; pentane;

DOI:10.1021/jo051514p

upstream raw materials:

4-{4-methyl-2-[(S)-2-methyl-1-((S_S)-2-methyl-propane-2-sulfinylamino)-propyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

2-fluoro-5-methylbenzaldehyde

4-(2-formyl-4-methyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

4-{4-methyl-2-[((S_S)-2-methyl-propane-2-sulfinylimino)-methyl]-phenyl}-piperazine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

C₃₅H₅₁ClN₄O₄S

C₃₀H₄₃ClN₄O₂S

3-(4-chlorophenyl)-4-(4-{4-methyl-2-[(S)-2-methyl-1-((S)-2-methylpropane-2-sulfinylamino)propyl]phenyl}piperazine-1-carbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester