(2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester

Base Information

• Chemical Name: (2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester
• CAS No.: 83983-94-2
• Molecular Formula: C₁₈H₂₄BrNO₂S
• Molecular Weight: 398.364
• Mol file: 83983-94-2.mol

Synonyms:(2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester

Chemical Property of (2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester

There total 4 articles about (2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester 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: 98.7%

para-bromobenzenethiol (106-53-6) + (R)-3-((2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanoyl)-2-thioxo-thiazolidine-4-carboxylic acid methyl ester (83966-51-2) → (2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester (83983-94-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; paraffin; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4020(01)82408-X

Reference yield:

piperidine (110-89-4) → (2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester (83983-94-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) Amberlite IR-120 (H⁽¹⁺⁾) / 1.) rt., CH₂Cl₂, 1h; 2.) water

2: DCC / pyridine / 48 h / Ambient temperature

3: 98.7 percent / 60percent NaH / tetrahydrofuran; paraffin / 0.08 h / Ambient temperature

With Amberlite IR-120 (H⁽¹⁺⁾); sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; paraffin;

DOI:10.1016/S0040-4020(01)82408-X

Reference yield:

(3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione (4295-92-5) → (2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanethioic acid S-(4-bromo-phenyl) ester (83983-94-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) Amberlite IR-120 (H⁽¹⁺⁾) / 1.) rt., CH₂Cl₂, 1h; 2.) water

2: DCC / pyridine / 48 h / Ambient temperature

3: 98.7 percent / 60percent NaH / tetrahydrofuran; paraffin / 0.08 h / Ambient temperature

With Amberlite IR-120 (H⁽¹⁺⁾); sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; paraffin;

DOI:10.1016/S0040-4020(01)82408-X

upstream raw materials:

para-bromobenzenethiol

(R)-3-((2R,4S)-2,4-Dimethyl-5-oxo-5-piperidin-1-yl-pentanoyl)-2-thioxo-thiazolidine-4-carboxylic acid methyl ester

piperidine

(3R,5S)-3,5-dimethyldihydro-2H-pyran-2,6(3H)-dione