(2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide

Base Information

Chemical Name:(2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide
CAS No.:1287286-68-3
Molecular Formula:C₂₂H₂₉NO₃
Molecular Weight:355.477
Hs Code.:

Synonyms:(2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide

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Technology Process of (2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide

There total 8 articles about (2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide 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: 76.0%

: 7782-24-3
(S)-2-Phenylpropionic acid

: 1286835-88-8
C₁₃H₂₁NO₂

: 1287286-68-3
(2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide

Guidance literature:: (S)-2-Phenylpropionic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 2h;

C₁₃H₂₁NO₂; With triethylamine; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield: 69.0%

: methyl (2R)-2-{4-[(2S)-2-methylbutoxy]phenyl}-2-[(2S)-2-phenylpropanamido]acetate

: 1287286-68-3
(2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acs.jmedchem.0c01581

Reference yield:

: methyl (2R)-2-{[(tert-butoxy)carbonyl]amino}-2-(4-{[tris(propan-2-yl)silyl]oxy}phenyl)acetate

: 1287286-68-3
(2S)-N-[(1R)-2-hydroxy-1-{4-[(2S)-2-methylbutoxy]phenyl}ethyl]-2-phenylpropanamide

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid / dichloromethane / 16 h / 0 °C

2: triethylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / acetonitrile / 5 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 °C

4: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 20 - 35 °C / Inert atmosphere

5: sodium tetrahydroborate; lithium chloride / tetrahydrofuran; ethanol / 3 h / 0 - 20 °C / Inert atmosphere

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile; 4: |Mitsunobu Displacement;
DOI:10.1021/acs.jmedchem.0c01581