(3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(phenylmethoxy)phenoxy]methyl]piperidine

Base Information

• Chemical Name: (3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(phenylmethoxy)phenoxy]methyl]piperidine
• CAS No.: 600135-89-5
• Molecular Formula: C26H28FNO3
• Molecular Weight: 421.512
• Mol file: 600135-89-5.mol

Synonyms:(3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(phenylmethoxy)phenoxy]methyl]piperidine

Chemical Property of (3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(phenylmethoxy)phenoxy]methyl]piperidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 66-67 °C
• Refractive Index: 1.562
• Boiling Point: 556.403°C at 760 mmHg
• PKA: 9.66±0.10(Predicted)
• Flash Point: 290.302°C
• PSA: 39.72000
• Density: 1.142g/cm³
• LogP: 5.51420
• Solubility.: Chloroform, Methanol

Purity/Quality:

97% ^*data from raw suppliers

(3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(benzyloxy)phenoxy]methyl]piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An intermediate for the synthesis of Paroxetine and some major metabolites of Paroxetine An intermediate for the synthesis of Paroxetine and some major metabolites of Paroxetine.

Technology Process of (3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(phenylmethoxy)phenoxy]methyl]piperidine

There total 5 articles about (3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(phenylmethoxy)phenoxy]methyl]piperidine 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%

(3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)-1-vinyloxycarbonylpiperidine (600135-86-2) → (3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)piperidine (600135-89-5)

Guidance literature:

(3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)-1-vinyloxycarbonylpiperidine; With hydrogenchloride; In 1,2-dichloro-ethane; for 0.75h;

With ethanol; for 1.5h; Heating;

DOI:10.1016/S0045-2068(03)00040-3

Reference yield:

((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methyl 4-methylbenzenesulfonate (317323-77-6) → (3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)piperidine (600135-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 53 percent / NaH / dimethylformamide / 4 h / Heating

2.1: 56 percent / potassium carbonate / 1,2-dichloro-ethane / 4 h / Heating

3.1: hydrogen chloride / 1,2-dichloro-ethane / 0.75 h

3.2: 87 percent / ethanol / 1.5 h / Heating

With hydrogenchloride; sodium hydride; potassium carbonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0045-2068(03)00040-3

Reference yield:

4-benzyloxy-3-methoxyphenol (40232-88-0) → (3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)piperidine (600135-89-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 53 percent / NaH / dimethylformamide / 4 h / Heating

2.1: 56 percent / potassium carbonate / 1,2-dichloro-ethane / 4 h / Heating

3.1: hydrogen chloride / 1,2-dichloro-ethane / 0.75 h

3.2: 87 percent / ethanol / 1.5 h / Heating

With hydrogenchloride; sodium hydride; potassium carbonate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0045-2068(03)00040-3

upstream raw materials:

(3S,4R)-4-(4-fluorophenyl)-3-(3-methoxy-4-benzyloxyphenoxymethyl)-1-vinyloxycarbonylpiperidine

4-benzyloxy-3-methoxyphenol

(3S,4R)-trans-4-(4-fluorophenyl)-3-hydroxymethyl-N-methylpiperidine

((3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl)methyl 4-methylbenzenesulfonate

Downstream raw materials:

Brl 36610