(1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine

Base Information

Chemical Name:(1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine
CAS No.:894853-75-9
Molecular Formula:C₂₄H₃₂ClF₂NO₃SSi
Molecular Weight:516.124
Hs Code.:

Synonyms:(1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine

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Chemical Property of (1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine

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Technology Process of (1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine

There total 6 articles about (1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine 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: 95.0%

: {2-[(1S,2R,5S)-2-Azido-5-(4-chloro-benzenesulfonyl)-5-(2,5-difluoro-phenyl)-cyclohexylmethoxy]-ethyl}-trimethyl-silane

: 894853-75-9
(1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine

Guidance literature:: With water; triphenylphosphine; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2005.12.083

Reference yield:

: 471903-20-5
4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanone

: 894853-75-9
(1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: nBuLi; LiCl; [S-(R*,R*)]-(-)-bis-α-methylbenzylamine / tetrahydrofuran / -100 °C

1.2: 75 percent / SnCl₄ / CH₂Cl₂ / -40 °C

2.1: 80 percent / NaBH₄ / propan-2-ol / -20 °C

3.1: 97 percent / Et₃N / CH₂Cl₂

4.1: 75 percent / NaN₃ / dimethylformamide / 90 °C

5.1: 95 percent / Ph₃P; water / tetrahydrofuran

With sodium tetrahydroborate; n-butyllithium; sodium azide; [S-(R*,R*)]-(-)-bis-α-methylbenzylamine; water; triethylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmcl.2005.12.083

Reference yield:

: 894853-74-8
(2R,4S)-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-2-[2-(trimethylsilyl)ethoxymethyl]cyclohexanone

: 894853-75-9
(1R,2S,4S)-4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-2-(2-trimethylsilanyl-ethoxymethyl)-cyclohexylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaBH₄ / propan-2-ol / -20 °C

2: 97 percent / Et₃N / CH₂Cl₂

3: 75 percent / NaN₃ / dimethylformamide / 90 °C

4: 95 percent / Ph₃P; water / tetrahydrofuran

With sodium tetrahydroborate; sodium azide; water; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1016/j.bmcl.2005.12.083