methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate

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Chemical Name:methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate
CAS No.:922161-81-7
Molecular Formula:C₂₉H₄₀ClNO₇
Molecular Weight:550.092
Hs Code.:

Synonyms:methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate

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Chemical Property of methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate

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Technology Process of methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate

There total 10 articles about methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate 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: 98.0%

: 922163-04-0
4-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy(2-methoxyphenyl)methyl]phenoxy)-2-methylbutan-2-ol

: 1490-25-1
succinic acid monomethylester chloride

: 922161-81-7
methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 1h; Cooling with ice;
DOI:10.1016/j.bmc.2011.07.007

Reference yield:

: 2568-33-4
3-methyl-butane-1,3-diol

: 922161-81-7
methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 7.5 h / 20 °C / Cooling with ice

2.1: sodium carbonate / N,N-dimethyl-formamide / 6 h / 60 °C

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

3.2: 1.5 h / -78 - -50 °C

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

4.2: 0.08 h

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

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

With sec.-butyllithium; sodium hydrogencarbonate; sodium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1016/j.bmc.2011.07.007

Reference yield:

: 922163-47-1
N-[4-chloro-2-(3-hydroxy-3-methylbutoxy)phenyl]-2,2-dimethylpropanamide

: 922161-81-7
methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxy-3-methylbutoxy)phenyl)(2,2-dimethylpropyl)amino]-4-oxobutanoate

Guidance literature:: Multi-step reaction with 4 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

With sec.-butyllithium; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; isopropyl alcohol; toluene;
DOI:10.1016/j.bmc.2011.07.007