ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

Base Information

Chemical Name:ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate
CAS No.:922161-05-5
Molecular Formula:C₃₂H₄₃ClN₂O₇
Molecular Weight:603.156
Hs Code.:

ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

Synonyms:ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

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Chemical Property of ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

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Technology Process of ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

There total 9 articles about ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate 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: 19.0%

: 922161-00-0
4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoic acid

: 37675-18-6
(S)-(+)-nipecotic acid ethyl ester

: 922161-05-5
ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1016/j.bmc.2011.07.007

Reference yield:

: 922162-51-4
(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-methoxyphenyl)(2-methoxyphenyl)methanol

: 922161-05-5
ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

With water; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; hexane; dichloromethane; isopropyl alcohol;
DOI:10.1016/j.bmc.2011.07.007

Reference yield:

: 922162-50-3
N-(4-chloro-2-[hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)-2,2-dimethylpropanamide

: 922161-05-5
ethyl (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 0.08 h

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

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

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

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

With water; 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; isopropyl alcohol; toluene;
DOI:10.1016/j.bmc.2011.07.007