methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate

Base Information

Chemical Name:methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate
CAS No.:479480-64-3
Molecular Formula:C₂₃H₃₄F₂N₂O₄S
Molecular Weight:472.597
Hs Code.:

Synonyms:methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate

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Chemical Property of methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate

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Technology Process of methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate

There total 4 articles about methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate 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: 62.0%

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 479480-63-2
(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoic acid

: 479480-64-3
methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; pH=8;
DOI:10.1021/jo0259313

Reference yield:

: 2043-61-0
cyclohexanecarbaldehyde

: 479480-64-3
methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate

Guidance literature:: Multi-step reaction with 4 steps

1.1: CuSO₄; molecular sieves / CH₂Cl₂

2.1: Zn / tetrahydrofuran

2.2: tetrahydrofuran / 18 h / 20 °C

3.1: 48 percent / NaOH / ethanol / 18 h / 60 °C

4.1: 62 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-azabenzotriazole; Hunig's base / dimethylformamide / 18 h / 20 °C / pH 8

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; molecular sieve; copper(II) sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0259313

Reference yield:

: 336105-28-3
(R_S,E)-N-(cyclohexylmethylene)-2-methylpropane-2-sulfinamide

: 479480-64-3
methyl N-{(3R)-3-[(tert-butylsulfinyl)amino]-3-cyclohexyl-2,2-difluoropropanoyl}-L-phenylalaninate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Zn / tetrahydrofuran

1.2: tetrahydrofuran / 18 h / 20 °C

2.1: 48 percent / NaOH / ethanol / 18 h / 60 °C

3.1: 62 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxy-7-azabenzotriazole; Hunig's base / dimethylformamide / 18 h / 20 °C / pH 8

With sodium hydroxide; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo0259313