1-Piperidinecarboxylic acid, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, ethenyl ester, (3S,4R)-

Base Information

• Chemical Name: 1-Piperidinecarboxylic acid, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, ethenyl ester, (3S,4R)-
• CAS No.: 600135-90-8
• Molecular Formula: C22H22FNO5
• Molecular Weight: 399.419
• Mol file: 600135-90-8.mol

Synonyms:

Chemical Property of 1-Piperidinecarboxylic acid, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, ethenyl ester, (3S,4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Piperidinecarboxylic acid, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, ethenyl ester, (3S,4R)-

There total 4 articles about 1-Piperidinecarboxylic acid, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, ethenyl ester, (3S,4R)- 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: 75.0%

Vinyl chloroformate (5130-24-5) + (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine (110429-36-2) → (3S,4R)-4-(4-fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-vinyloxycarbonylpiperidine (600135-90-8)

Guidance literature:

With potassium carbonate; In 1,2-dichloro-ethane; for 4h; 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-(3,4-methylenedioxyphenoxymethyl)-1-vinyloxycarbonylpiperidine (600135-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaH / dimethylformamide / 4 h / Heating

2: 75 percent / potassium carbonate / 1,2-dichloro-ethane / 4 h / Heating

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

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

Reference yield:

Sesamol (533-31-3) → (3S,4R)-4-(4-fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-vinyloxycarbonylpiperidine (600135-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaH / dimethylformamide / 4 h / Heating

2: 75 percent / potassium carbonate / 1,2-dichloro-ethane / 4 h / Heating

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

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

upstream raw materials:

Vinyl chloroformate

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

Sesamol

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

Downstream raw materials:

paroxetine

Refernces