4-Piperidinecarboxylic acid, 1-[4-[[4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl]( 2,2-dimethylpropyl)amino]-1,4-dioxobutyl]-

Base Information

• Chemical Name: 4-Piperidinecarboxylic acid, 1-[4-[[4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl]( 2,2-dimethylpropyl)amino]-1,4-dioxobutyl]-
• CAS No.: 922161-47-5
• Molecular Formula: C31H41ClN2O7
• Molecular Weight: 589.129
• Mol file: 922161-47-5.mol

Synonyms:

Chemical Property of 4-Piperidinecarboxylic acid, 1-[4-[[4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl]( 2,2-dimethylpropyl)amino]-1,4-dioxobutyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Piperidinecarboxylic acid, 1-[4-[[4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl]( 2,2-dimethylpropyl)amino]-1,4-dioxobutyl]-

There total 20 articles about 4-Piperidinecarboxylic acid, 1-[4-[[4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl]( 2,2-dimethylpropyl)amino]-1,4-dioxobutyl]- 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: 80.0%

ethyl 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylate (922161-46-4) → 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylic acid (922161-47-5)

Guidance literature:

ethyl 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylate; With water; potassium carbonate; In methanol; at 60 ℃; for 2.5h;

With citric acid; In water; ethyl acetate;

DOI:10.1016/j.bmc.2011.07.007

Reference yield: 36.0%

ethyl 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylate (922161-46-4) → 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylic acid (922161-47-5)

Guidance literature:

ethyl 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylate; With water; potassium carbonate; In methanol; at 60 ℃; for 2.5h;

With citric acid; In water; ethyl acetate;

DOI:10.1016/j.bmc.2011.07.007

Reference yield:

N-(4-chloro-2-ethoxyphenyl)-2,2-dimethylpropanamide (922162-66-1) → 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylic acid (922161-47-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sec.-butyllithium / tetrahydrofuran; hexane; cyclohexane / 0.5 h / -78 - 20 °C

1.2: 1.5 h / -78 - -50 °C

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 4 h / 0 - 50 °C

2.2: 0.08 h

3.1: Chiralcel OD column / hexane; isopropyl alcohol / 20 °C / Resolution of racemate; HPLC conditions

4.1: sodium hydrogencarbonate / dichloromethane / 1 h / 20 °C / Cooling with ice

5.1: water; potassium carbonate / methanol / 2.5 h / 60 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 2.5 h / 20 °C

7.1: water; potassium carbonate / methanol / 2.5 h / 60 °C

With water; sec.-butyllithium; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; cyclohexane; isopropyl alcohol; toluene;

DOI:10.1016/j.bmc.2011.07.007

upstream raw materials:

ethyl 1-(4-[(4-chloro-2-ethoxy-6-[(S)-hydroxy(2-methoxyphenyl)methyl]phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-4-carboxylate

N-(4-chloro-2-ethoxyphenyl)-2,2-dimethylpropanamide

N-(4-chloro-2-ethoxy-6-[hydroxy(2-methoxyphenyl)-methyl]phenyl)-2,2-dimethylpropanamide

(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-ethoxyphenyl)(2-methoxyphenyl)methanol

Refernces