(2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl Ester

Base Information

• Chemical Name: (2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl Ester
• CAS No.: 363190-28-7
• Molecular Formula: C₃₆H₅₆FN₅O₅
• Molecular Weight: 657.87

Synonyms:

Chemical Property of (2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl Ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl Ester

There total 10 articles about (2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl 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:

(R)-N-(tert-butoxycarbonyl)-4-fluorophenylalanine → (2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl Ester (363190-28-7)

Guidance literature:

Multi-step reaction with 5 steps

1: EDC; HOBt; DIEA / CH₂Cl₂

2: TFA / CH₂Cl₂

3: EDC; HOBt; DIEA / CH₂Cl₂

4: H₂ / Pd/C / ethanol

5: NaBH₃CN; TFA; NaOAc / methanol

With hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.10.020

Reference yield:

4-phenyl-4-piperidinecarboxylic acid 4-methylbenzenesulfonate → (2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl Ester (363190-28-7)

Guidance literature:

Multi-step reaction with 10 steps

1: NaOH / dioxane

2: H₂ / Rh/Al₂O₃ / methanol / 70 °C / 3620.04 Torr

3: (COCl)2; DMF / CH₂Cl₂

4: CH₂Cl₂

5: TFA / CH₂Cl₂

6: EDC; HOBt; DIEA / CH₂Cl₂

7: TFA / CH₂Cl₂

8: EDC; HOBt; DIEA / CH₂Cl₂

9: H₂ / Pd/C / ethanol

10: NaBH₃CN; TFA; NaOAc / methanol

With sodium hydroxide; oxalyl dichloride; hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; Rh/Al₂O₃; In 1,4-dioxane; methanol; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.10.020

Reference yield:

N-(tert-butyl)-4-cyclohexylpiperidine-4-carboxamide (363191-02-0) → (2S)-2-[[[(R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]amino]carbonyl]-4-methyl-1-piperazinecarboxylic Acid 1,1-dimethylethyl Ester (363190-28-7)

Guidance literature:

Multi-step reaction with 5 steps

1: EDC; HOBt; DIEA / CH₂Cl₂

2: TFA / CH₂Cl₂

3: EDC; HOBt; DIEA / CH₂Cl₂

4: H₂ / Pd/C / ethanol

5: NaBH₃CN; TFA; NaOAc / methanol

With hydrogen; sodium acetate; sodium cyanoborohydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.10.020

upstream raw materials:

formaldehyd

2-[2-(4-tert-butylcarbamoyl-4-cyclohexyl-piperidin-1-yl)-1-(4-fluoro-benzyl)-2-oxo-ethylcarbamoyl]-piperazine-1-carboxylic acid tert-butyl ester

1-[(2R)-2-amino-3-(4-fluorophenyl)-1-oxopropyl]-4-cyclohexyl-N-(1,1-dimethylethyl)-4-piperidine carboxamide

N-(tert-butyl)-4-cyclohexylpiperidine-4-carboxamide

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