Phenyl (3S,4R)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-piperidinecarboxylate

Base Information

Chemical Name:Phenyl (3S,4R)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-piperidinecarboxylate
CAS No.:253768-88-6
Molecular Formula:C26H24FNO5
Molecular Weight:449.479
Hs Code.:
European Community (EC) Number:607-713-1,924-743-3
UNII:RRK5K64ES7
DSSTox Substance ID:DTXSID201119074
Nikkaji Number:J2.783.127C
Mol file:253768-88-6.mol

Synonyms:253768-88-6;N-Phenoxycarbonylparoxetine;N-Phenylcarbamate paroxetine;RRK5K64ES7;UNII-RRK5K64ES7;(-)-trans-4-(4-Fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)-1-phenoxycarbonylpiperidine;Phenyl (3S,4R)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-piperidinecarboxylate;1-Piperidinecarboxylic acid, 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-, phenyl ester, (3S,4R)-;Phenyl (3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-1-piperidinecarboxylate;SCHEMBL14608906;DTXSID201119074;(3S)-3beta-(1,3-Benzodioxole-5-yloxymethyl)-4alpha-(4-fluorophenyl)piperidine-1-carboxylic acid phenyl ester;phenyl (3S,4R)-3-(1,3-benzodioxol-5-yloxymethyl)-4-(4-fluorophenyl)piperidine-1-carboxylate

Suppliers and Price of Phenyl (3S,4R)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-piperidinecarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 7 raw suppliers

Chemical Property of Phenyl (3S,4R)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-piperidinecarboxylate

Chemical Property:

Vapor Pressure:0mmHg at 25°C
XLogP3:5.4
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:6
Exact Mass:449.16385103
Heavy Atom Count:33
Complexity:636

Purity/Quality:: 99.9% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CN(CC(C1C2=CC=C(C=C2)F)COC3=CC4=C(C=C3)OCO4)C(=O)OC5=CC=CC=C5
Isomeric SMILES:C1CN(C[C@H]([C@@H]1C2=CC=C(C=C2)F)COC3=CC4=C(C=C3)OCO4)C(=O)OC5=CC=CC=C5

Technology Process of Phenyl (3S,4R)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-piperidinecarboxylate

There total 7 articles about Phenyl (3S,4R)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-piperidinecarboxylate 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: 92.0%

: 1885-14-9
phenyl chloroformate

: 110429-36-2
(3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine

: 253768-88-6
(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine-1-carboxylic acid phenyl ester

Guidance literature:: phenyl chloroformate; (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-1-methylpiperidine; In toluene; at 100 - 105 ℃; for 3.75h; Large scale reaction;

With triethylamine; In toluene; at 60 ℃; for 1h;

With sodium hydroxide; In toluene; at 25 - 35 ℃;
DOI:10.1080/00397911.2011.582216

Reference yield:

: 317323-78-7
paroxetinemethylchloride carbamate

: 253768-88-6
(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine-1-carboxylic acid phenyl ester

Guidance literature:

Reference yield:

: 105812-81-5
(3S,4R)-trans-4-(4-fluorophenyl)-3-hydroxymethyl-N-methylpiperidine

: 253768-88-6
(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0 - 30 °C

2: potassium hydroxide / N,N-dimethyl-formamide / 3 h / 70 - 75 °C / Inert atmosphere

3: toluene / 18 h / 0 - 30 °C

With triethylamine; potassium hydroxide; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/d1ra05630a