CETPinhibitor

Base Information

• Chemical Name: CETPinhibitor
• CAS No.: 1149362-88-8
• Molecular Formula: C34H40F6N6O4
• Molecular Weight: 710.71
• Mol file: 1149362-88-8.mol

Synonyms:CETPinhibitor;(2R,6S)-rel-4-[[[3,5-Bis(trifluoromethyl)phenyl]methyl][5-(1-methyl-1H-pyrazol-4-yl)-2-pyrimidinyl]amino]-2,6-diethyl-1-piperidinecarboxylic acid trans-4-carboxycyclohexyl ester

Chemical Property of CETPinhibitor

Chemical Property:

• PSA: 113.68000
• LogP: 7.66080

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CETPinhibitor

There total 10 articles about CETPinhibitor 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:

tert-butyl (2R,4r,6S)-4-amino-2,6-diethylpiperidine-1-carboxylate (1148130-19-1) → (1r,4r)-4-(((2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carbonyl)oxy)cyclohexane-1-carboxylic acid (1149362-88-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3.5 h / 120 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C / Inert atmosphere

4.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

6.1: sodium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.jmedchem.7b00900

Reference yield:

tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate (1003843-30-8) → (1r,4r)-4-(((2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carbonyl)oxy)cyclohexane-1-carboxylic acid (1149362-88-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: titanium(IV)isopropoxide / methanol / 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 5 h / 55 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3.5 h / 120 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

5.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 20 h / 90 °C / Inert atmosphere

6.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

8.1: sodium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; titanium(IV)isopropoxide; sodium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.jmedchem.7b00900

Reference yield:

trans-4-hydroxycyclohexane-1-carboxylic acid methyl ester (3618-03-9,17449-76-2,6125-57-1) → (1r,4r)-4-(((2R,4r,6S)-4-((3,5-bis(trifluoromethyl)benzyl)(5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-yl)amino)-2,6-diethylpiperidine-1-carbonyl)oxy)cyclohexane-1-carboxylic acid (1149362-88-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3: sodium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

With pyridine; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.7b00900

upstream raw materials:

tert-butyl (2R,4r,6S)-4-amino-2,6-diethylpiperidine-1-carboxylate

tert-butyl (2R,6S)-2,6-diethyl-4-oxopiperidine-1-carboxylate

trans-4-hydroxycyclohexane-1-carboxylic acid methyl ester

N-(3,5-bis-(trifluoromethyl)benzyl)-N-((2R,4r,6S)-2,6-diethylpiperidin-4-yl)-5-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine