(S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine

Base Information

Chemical Name:(S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine
CAS No.:1574555-47-7
Molecular Formula:C₂₈H₄₃Cl₂NOSSi
Molecular Weight:540.713
Hs Code.:

Synonyms:(S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine

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Chemical Property of (S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine

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Technology Process of (S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine

There total 8 articles about (S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine 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: 98.0%

: 1429387-67-6
(S)-1-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-2-ethylaziridine

: 75-66-1
2-methylpropan-2-thiol

: 1574555-47-7
(S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine

Guidance literature:: With indium(III) chloride; In dichloromethane; at 25 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jm401767k

Reference yield:

: rac-(1R,2R)-2-amino-1-(3-chlorophenyl)-2-(4-chlorophenyl)ethanol hydrochloride

: 1574555-47-7
(S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydroxide / Inert atmosphere

1.2: Inert atmosphere; Reflux

2.1: 1H-imidazole / dichloromethane / 25 °C / Inert atmosphere

3.1: ytterbium(III) triflate / acetonitrile / 3 h / 130 °C / Microwave irradiation; Inert atmosphere

4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 40 °C / Inert atmosphere

5.1: indium(III) chloride / dichloromethane / 12 h / 25 °C / Inert atmosphere

With 1H-imidazole; indium(III) chloride; triphenylphosphine; sodium hydroxide; ytterbium(III) triflate; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; acetonitrile; 4.1: |Mitsunobu Displacement;
DOI:10.1021/jm401767k

Reference yield:

: C₂₀H₂₅Cl₂NO₃Si

: 1574555-47-7
(S)-N-((1R,2R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-chlorophenyl)-1-(4-chlorophenyl)ethyl)-1-(tert-butylthio)butan-2-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: hydrogenchloride; zinc / water / Inert atmosphere

2.1: sodium hydroxide / Inert atmosphere

2.2: Inert atmosphere; Reflux

3.1: 1H-imidazole / dichloromethane / 25 °C / Inert atmosphere

4.1: ytterbium(III) triflate / acetonitrile / 3 h / 130 °C / Microwave irradiation; Inert atmosphere

5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 40 °C / Inert atmosphere

6.1: indium(III) chloride / dichloromethane / 12 h / 25 °C / Inert atmosphere

With 1H-imidazole; hydrogenchloride; indium(III) chloride; triphenylphosphine; sodium hydroxide; ytterbium(III) triflate; zinc; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; water; acetonitrile; 5.1: |Mitsunobu Displacement;
DOI:10.1021/jm401767k