tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate
• CAS No.: 1207438-86-5
• Molecular Formula: C₁₉H₂₇Cl₂NO₃
• Molecular Weight: 388.334
• Mol file: 1207438-86-5.mol

Synonyms:tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

Chemical Property of tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate

There total 11 articles about tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-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: 87.0%

tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate (1207438-75-2) + methyl iodide (74-88-4) → tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate (1207438-86-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tetasy.2015.06.021

Reference yield:

tert-butyl 4-[(1RS)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate (1207438-71-8) → tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate (1207438-86-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CHIRALPAK AD / hexane; isopropyl alcohol / 30 °C / Resolution of racemate

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

2.2: 0.33 h / 20 °C

With sodium hydride; In hexane; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;

DOI:10.1016/j.bmc.2013.05.025

Reference yield:

(2RS)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]-2-(3,4-dichlorophenyl)ethanoic acid (1207438-53-6) → tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine-1-carboxylate (1207438-86-5)

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: CHIRALPAK AD / hexane; isopropyl alcohol / 30 °C / Resolution of racemate

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

3.2: 0.33 h / 20 °C

With borane-THF; sodium hydride; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil;

DOI:10.1016/j.bmc.2013.05.025

upstream raw materials:

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

(2RS)-2-(3,4-dichlorophenyl)-2-(piperidin-4-yl)ethanoic acid hydrobromide

3,4-dichloro-benzeneacetonitrile

(2RS)-2-[1-(tert-butoxycarbonyl)piperidin-4-yl]-2-(3,4-dichlorophenyl)ethanoic acid

Downstream raw materials:

4-[(1S)-1-(3,4-dichlorophenyl)-2-methoxyethyl]piperidine monohydrochloride