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

Base Information

Chemical Name:1-[(2R)-2-amino-3-(4-fluorophenyl)-1-oxopropyl]-4-cyclohexyl-N-(1,1-dimethylethyl)-4-piperidine carboxamide
CAS No.:363191-04-2
Molecular Formula:C₂₅H₃₈FN₃O₂
Molecular Weight:431.594
Hs Code.:

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

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

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

There total 9 articles about 1-[(2R)-2-amino-3-(4-fluorophenyl)-1-oxopropyl]-4-cyclohexyl-N-(1,1-dimethylethyl)-4-piperidine carboxamide 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:

: 363191-03-1
[(1R)-2-[4-Cyclohexyl-4-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperidinyl]-1-[(4-fluorophenyl)methyl]-2-oxoethyl]carbamic Acid 1,1-dimethylethyl Ester

: 363191-04-2
1-[(2R)-2-amino-3-(4-fluorophenyl)-1-oxopropyl]-4-cyclohexyl-N-(1,1-dimethylethyl)-4-piperidine carboxamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.bmcl.2004.10.020 DOI:10.1016/j.bmcl.2005.05.109

Reference yield:

: 4-phenyl-4-piperidinecarboxylic acid 4-methylbenzenesulfonate

: 363191-04-2
1-[(2R)-2-amino-3-(4-fluorophenyl)-1-oxopropyl]-4-cyclohexyl-N-(1,1-dimethylethyl)-4-piperidine carboxamide

Guidance literature:: Multi-step reaction with 7 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

With sodium hydroxide; oxalyl dichloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; Rh/Al₂O₃; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2004.10.020

Reference yield:

: 167262-68-2
N-(t-butyloxycarbonyl)-4-phenylpiperidine-4-carboxylic acid

: 363191-04-2
1-[(2R)-2-amino-3-(4-fluorophenyl)-1-oxopropyl]-4-cyclohexyl-N-(1,1-dimethylethyl)-4-piperidine carboxamide

Guidance literature:: Multi-step reaction with 6 steps

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

2: (COCl)2; DMF / CH₂Cl₂

3: CH₂Cl₂

4: TFA / CH₂Cl₂

5: EDC; HOBt; DIEA / CH₂Cl₂

6: TFA / CH₂Cl₂

With oxalyl dichloride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trifluoroacetic acid; Rh/Al₂O₃; In methanol; dichloromethane;
DOI:10.1016/j.bmcl.2004.10.020