(R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate

Base Information

• Chemical Name: (R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate
• CAS No.: 884512-54-3
• Molecular Formula: C₂₂H₃₄ClNO₄
• Molecular Weight: 411.969
• Mol file: 884512-54-3.mol

Synonyms:(R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate

Chemical Property of (R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate

There total 4 articles about (R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)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: 73.0%

(R)-tert-butyl 3-(3-chlorobenzoyl)piperidine-1-carboxylate (884512-09-8,1438393-11-3) → (R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate (884512-54-3)

Guidance literature:

4-(methoxy)-1-chlorobutane; With iodine; magnesium; In tetrahydrofuran; for 1h; Heating / reflux;

(R)-tert-butyl 3-(3-chlorobenzoyl)piperidine-1-carboxylate; In tetrahydrofuran; at -78 - 20 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; water;

Reference yield:

(R)-1-Boc-nipecotic acid (163438-09-3) → (R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate (884512-54-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 2 h / 20 °C

3.1: iodine; magnesium / tetrahydrofuran / 1 h / Heating / reflux

3.2: 2 h / -78 - 20 °C

With n-butyllithium; iodine; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

(R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate (884510-86-5) → (R)-tert-butyl 3-((S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl)piperidine-1-carboxylate (884512-54-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 2 h / 20 °C

2.1: iodine; magnesium / tetrahydrofuran / 1 h / Heating / reflux

2.2: 2 h / -78 - 20 °C

With n-butyllithium; iodine; magnesium; In tetrahydrofuran; hexane;

upstream raw materials:

(R)-tert-butyl 3-(3-chlorobenzoyl)piperidine-1-carboxylate

(4-methoxybutyl)magnesium chloride

(R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate

(R)-1-Boc-nipecotic acid

Downstream raw materials:

(R)-3-((S)-1-(3-chlorophenyl)-1,5-dimethoxypentyl)-piperidine HCl salt