(3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine

Base Information

• Chemical Name: (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine
• CAS No.: 324023-99-6
• Molecular Formula: C₂₀H₂₃NO₃
• Molecular Weight: 325.408
• Mol file: 324023-99-6.mol

Synonyms:(3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine

Chemical Property of (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine

Chemical Property:

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine

There total 3 articles about (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine 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: 61.0%

(-)-trans-3-chloromethyl-1-methyl-4-phenylpiperidine (176022-01-8) → (-)-1-methyl-3-methylene-4-phenylpiperidine + (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine (324023-99-6)

Guidance literature:

With Sesamol; sodium hydride; In N,N-dimethyl-formamide; at 120 ℃; for 3h; then room temperature 60 h;

DOI:10.3891/acta.chem.scand.50-0164

Reference yield: 27.0%

Sesamol (533-31-3) + (-)-trans-3-chloromethyl-1-methyl-4-phenylpiperidine (176022-01-8) → (-)-1-methyl-3-methylene-4-phenylpiperidine + (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine (324023-99-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 120 ℃; for 3h; then room temperature 60 h;

DOI:10.3891/acta.chem.scand.50-0164

Reference yield:

(-)-trans-3-hydroxymethyl-1-methyl-4-phenylpiperidine (176022-03-0) → (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-1-methyl-4-phenylpiperidine (324023-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / thionyl chloride / CHCl₃ / 6 h / Heating

2: 61 percent / sodium hydride / dimethylformamide / 3 h / 120 °C / then room temperature 60 h

With thionyl chloride; sodium hydride; In chloroform; N,N-dimethyl-formamide;

DOI:10.3891/acta.chem.scand.50-0164

upstream raw materials:

Sesamol

(-)-trans-3-chloromethyl-1-methyl-4-phenylpiperidine

(-)-trans-3-hydroxymethyl-1-methyl-4-phenylpiperidine

Downstream raw materials:

(-)-trans-3-(3,4-methylenedioxyphenoxymethyl)-4-phenylpiperidine hydrochloride