4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoic acid

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Chemical Name:4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoic acid
CAS No.:922161-64-6
Molecular Formula:C₂₆H₃₄ClNO₇
Molecular Weight:508.011
Hs Code.:

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

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

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

There total 9 articles about 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoic 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: 99.0%

: 922161-63-5
methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoate

: 922161-64-6
4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoic acid

Guidance literature:: methyl 4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoate; 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:

: 922162-89-8
N-(4-chloro-2-[hydroxy(2-methoxyphenyl)methyl]-6-(3-hydroxypropoxy)phenyl)-2,2-dimethylpropanamide

: 922161-64-6
4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 4 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

With water; sodium hydrogencarbonate; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; isopropyl alcohol; toluene;
DOI:10.1016/j.bmc.2011.07.007

Reference yield:

: 922162-87-6
N-(2-[3-(benzyloxy)propoxy]-4-chlorophenyl)-2,2-dimethylpropanamide

: 922161-64-6
4-[(4-chloro-2-[(S)-hydroxy(2-methoxyphenyl)-methyl]-6-(3-hydroxypropoxy)phenyl)(2,2-dimethylpropyl)-amino]-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: palladium 10% on activated carbon; hydrogen / water; ethyl acetate / 7 h / 20 °C

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

2.2: 1.5 h / -78 - -50 °C

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

3.2: 0.08 h

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

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

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

With palladium 10% on activated carbon; water; hydrogen; sec.-butyllithium; sodium hydrogencarbonate; potassium carbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; hexane; dichloromethane; cyclohexane; water; ethyl acetate; isopropyl alcohol; toluene;
DOI:10.1016/j.bmc.2011.07.007