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

Base Information

Chemical Name:(3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)-methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylic acid
CAS No.:922161-06-6
Molecular Formula:C₃₀H₃₉ClN₂O₇
Molecular Weight:575.102
Hs Code.:

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

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

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

There total 10 articles about (3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)-methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylic acid 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: 93.0%

: 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

: 922161-06-6
(3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)-methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylic acid

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

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

: 922161-06-6
(3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)-methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 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

5: water; potassium carbonate / methanol / 2.5 h / 60 °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

: 922161-06-6
(3S)-1-(4-[(4-chloro-2-[(R)-hydroxy(2-methoxyphenyl)-methyl]-6-methoxyphenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoyl)piperidine-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: water; potassium carbonate / methanol / 2.5 h / 60 °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