3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

Base Information

Chemical Name:3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol
CAS No.:922162-92-3
Molecular Formula:C₂₂H₃₀ClNO₄
Molecular Weight:407.937
Hs Code.:

Synonyms:3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

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Chemical Property of 3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

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Technology Process of 3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

There total 7 articles about 3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol 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:

: 922162-90-1
3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

: 922162-92-3
3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

: 922162-91-2
3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(R)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

Guidance literature:: With Chiralcel OD column; In hexane; isopropyl alcohol; at 20 ℃; Resolution of racemate; HPLC conditions;
DOI:10.1016/j.bmc.2011.07.007

Reference yield:

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

: 922162-92-3
3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

: 922162-91-2
3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(R)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 922162-88-7
N-[4-chloro-2-(3-hydroxypropoxy)phenyl]-2,2-dimethylpropanamide

: 922162-92-3
3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(S)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

: 922162-91-2
3-(5-chloro-2-[(2,2-dimethylpropyl)amino]-3-[(R)-hydroxy-(2-methoxyphenyl)methyl]phenoxy)propan-1-ol

Guidance literature:: Multi-step reaction with 3 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

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