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

Base Information

• Chemical Name: tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate
• CAS No.: 1207438-75-2
• Molecular Formula: C₁₈H₂₅Cl₂NO₃
• Molecular Weight: 374.307
• Mol file: 1207438-75-2.mol

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

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

There total 13 articles about tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]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: 98.0%

[1-(tert-butoxycarbonyl)piperidin-4-yl](3,4-dichlorophenyl)acetic acid → tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate (1207438-75-2)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 3 - 20 ℃; for 1h;

DOI:10.1016/j.tetasy.2015.06.021

Reference yield:

tert-butyl 4-(1-(3,4-dichlorophenyl)-2-oxoethyl)piperidine-1-carboxylate → tert-butyl 4-[(1S)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate (1207438-75-2) + tert-butyl 4-[(1R)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate (1207438-73-0)

Guidance literature:

With [((R)-Xyl-BINAP)((R,R)-DPEN)RuCl₂]; potassium tert-butylate; hydrogen; In isopropyl alcohol; tert-butyl alcohol; at 50 ℃; for 2h; under 7500.75 Torr; Reagent/catalyst; Pressure; enantioselective reaction;

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-hydroxyethyl]piperidine-1-carboxylate (1207438-75-2) + tert-butyl 4-[(1R)-1-(3,4-dichlorophenyl)-2-hydroxyethyl]piperidine-1-carboxylate (1207438-73-0)

Guidance literature:

With CHIRALPAK AD; In hexane; isopropyl alcohol; at 30 ℃; Resolution of racemate;

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:

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

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