tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate
CAS No.:1207438-92-3
Molecular Formula:C₁₉H₂₇ClFNO₃
Molecular Weight:371.88
Hs Code.:

Synonyms:tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

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Technology Process of tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

There total 7 articles about tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]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%

: 1207438-80-9
tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate

: 74-88-4
methyl iodide

: 1207438-92-3
tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

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

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.333333h;
DOI:10.1016/j.bmc.2013.05.025

Reference yield:

: 1207438-42-3
tert-butyl 4-[(3-chloro-4-fluorophenyl)(cyano)methylidene]piperidine-1-carboxylate

: 1207438-92-3
tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

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

2.1: hydrogen bromide; water / 5 h / Reflux

3.1: sodium hydroxide / water

3.2: 20 h / 20 °C

3.3: pH Ca_. 3

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

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

5.2: 0.33 h / 20 °C

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

Reference yield:

: 1207438-49-0
tert-butyl 4-[(RS)-(3-chloro-4-fluorophenyl)(cyano)methyl]piperidine-1-carboxylate

: 1207438-92-3
tert-butyl 4-[(1RS)-1-(3-chloro-4-fluorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 4 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: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

4.2: 0.33 h / 20 °C

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