tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate
CAS No.:1207439-04-0
Molecular Formula:C₂₀H₂₉Cl₂NO₂S
Molecular Weight:418.428
Hs Code.:

Synonyms:tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate

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Technology Process of tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate

There total 10 articles about tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate 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: 78.0%

: 1207439-00-6
tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(sulfanyl)ethyl]piperidine-1-carboxylate

: 75-03-6
ethyl iodide

: 1207439-04-0
tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate

Guidance literature:: tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(sulfanyl)ethyl]piperidine-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

ethyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2013.05.025

Reference yield:

: 1207438-43-4
tert-butyl 4-[(RS)-cyano(3,4-dichlorophenyl)methyl]piperidine-1-carboxylate

: 1207439-04-0
tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: hydrogen bromide; water / 5 h / Reflux

2.1: sodium hydroxide / water

2.2: 20 h / 20 °C

2.3: pH Ca_. 3

3.1: borane-THF / tetrahydrofuran / 20 - 70 °C

4.1: triethylamine / tetrahydrofuran / 0 - 20 °C

5.1: acetone / 20.5 h / 20 °C / Reflux

6.1: water; sodium hydroxide / ethanol / 0.67 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

7.2: 1 h / 20 °C

With borane-THF; water; hydrogen bromide; sodium hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1016/j.bmc.2013.05.025

Reference yield:

: 3218-49-3
3,4-dichloro-benzeneacetonitrile

: 1207439-04-0
tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-(ethylsulfanyl)ethyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: sodium methylate / methanol / 2 h / Reflux

2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

3.1: hydrogen bromide; water / 5 h / Reflux

4.1: sodium hydroxide / water

4.2: 20 h / 20 °C

4.3: pH Ca_. 3

5.1: borane-THF / tetrahydrofuran / 20 - 70 °C

6.1: triethylamine / tetrahydrofuran / 0 - 20 °C

7.1: acetone / 20.5 h / 20 °C / Reflux

8.1: water; sodium hydroxide / ethanol / 0.67 h / 20 °C

9.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

9.2: 1 h / 20 °C

With sodium tetrahydroborate; borane-THF; water; hydrogen bromide; sodium methylate; sodium hydride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1016/j.bmc.2013.05.025