(S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate

Base Information

Chemical Name:(S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate
CAS No.:1338823-72-5
Molecular Formula:C₁₆H₂₂F₃NO₄S
Molecular Weight:381.416
Hs Code.:

Synonyms:(S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate

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Chemical Property of (S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate

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Technology Process of (S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate

There total 4 articles about (S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate 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: 68.0%

: 1068-55-9
isopropylmagnesium chloride

: (S)-ethyl 1-(p-tosyl)-2-(trifluoromethyl)aziridine-2-carboxylate

: ethyl 3,3-difluoro-2-(p-tosyl)amino-2-propenoate

: 1338823-72-5
(S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; at -40 - -30 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo201554g

Reference yield:

: 1338823-63-4
(S)-N-(3,3,3-trifluoro-2-hydroxypropyl)-p-toluenesulfonamide

: ethyl 3,3-difluoro-2-(p-tosyl)amino-2-propenoate

: 1338823-72-5
(S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.5 h / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -102 °C

2.2: 3 h / -40 °C

3.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(II) bis(trifluoromethanesulfonate) / tetrahydrofuran / 2 h / -40 - -30 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; copper(II) bis(trifluoromethanesulfonate); triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 1.1: Mitsunobu reaction;
DOI:10.1021/jo201554g

Reference yield:

: 70-55-3
toluene-4-sulfonamide

: ethyl 3,3-difluoro-2-(p-tosyl)amino-2-propenoate

: 1338823-72-5
(S)-ethyl 3,3,3-trifluoro-2-(2-methylpropyl)-2-(p-tosyl)aminopropanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium(IV) isopropylate; triethylamine / chloroform / 12 h / 20 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 0.5 h / 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -102 °C

3.2: 3 h / -40 °C

4.1: N,N,N,N,N,N-hexamethylphosphoric triamide; copper(II) bis(trifluoromethanesulfonate) / tetrahydrofuran / 2 h / -40 - -30 °C / Inert atmosphere

With titanium(IV) isopropylate; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; copper(II) bis(trifluoromethanesulfonate); triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; chloroform; toluene; 2.1: Mitsunobu reaction;
DOI:10.1021/jo201554g