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

Base Information

Chemical Name:(2S)-N-{(1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylbutanamide
CAS No.:1287285-74-8
Molecular Formula:C₂₄H₃₃NO₃
Molecular Weight:383.531
Hs Code.:

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

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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-(2-methylpentyloxy)phenyl]ethyl}-2-phenylbutanamide

Chemical Property:

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

There total 6 articles about (2S)-N-{(1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylbutanamide 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: 48.0%

: 4286-15-1
(S)-2-phenylbutyric acid

: 1286280-73-6
(2R)-2-amino-2-[4-(2-methylpentyloxy)phenyl]ethanol hydrochloride

: 1287285-74-8
(2S)-N-{(1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylbutanamide

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.bmc.2016.11.058

Reference yield:

: 57591-61-4,68697-60-9,127369-30-6,134694-94-3
methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate hydrochloride

: 1287285-74-8
(2S)-N-{(1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylbutanamide

Guidance literature:: Multi-step reaction with 5 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

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

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

4: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

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

With sodium tetrahydroborate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2016.11.058

Reference yield:

: 143323-49-3,141518-55-0
(R)-methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

: 1287285-74-8
(2S)-N-{(1R)-2-hydroxy-1-[4-(2-methylpentyloxy)phenyl]ethyl}-2-phenylbutanamide

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

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

With sodium tetrahydroborate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; triphenylphosphine; trifluoroacetic acid; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmc.2016.11.058