4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 960203-42-3
• Molecular Formula: C23H30N2O2S
• Molecular Weight: 398.569
• DSSTox Substance ID: DTXSID201134838
• Mol file: 960203-42-3.mol

Synonyms:960203-42-3;4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester;1-Piperazinecarboxylic acid, 4-[2-[(2,4-dimethylphenyl)thio]phenyl]-, 1,1-dimethylethyl ester;SCHEMBL1719824;DTXSID201134838;BCP29674;AC-30609;A855308;tert-butyl 4-[2-(2,4-dimethylphenyl)sulfanylphenyl]piperazine-1-carboxylate;1,1-Dimethylethyl 4-[2-[(2,4-dimethylphenyl)thio]phenyl]-1-piperazinecarboxylate

Chemical Property of 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 495.9±45.0 °C(Predicted)
• PKA: 2.43±0.10(Predicted)
• PSA: 58.08000
• Density: 1.17±0.1 g/cm3(Predicted)
• LogP: 5.51460
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 398.20279938
• Heavy Atom Count: 28
• Complexity: 513

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)SC2=CC=CC=C2N3CCN(CC3)C(=O)OC(C)(C)C)C

Technology Process of 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester

There total 28 articles about 4-[2-(2,4-DiMethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester 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: 95.1%

vortioxetine (508233-74-7) + di-tert-butyl dicarbonate (24424-99-5) → 4-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester (960203-42-3)

Guidance literature:

In dichloromethane; at 25 ℃; for 1h;

Reference yield: 86.2%

(2,4-dimethylphenyl)(2-fluorophenyl)sulfane + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester (960203-42-3)

Guidance literature:

With sodium carbonate; In toluene; for 12h; Reagent/catalyst; Reflux;

Reference yield: 83.0%

4-(2-bromophenyl)piperazine-1-carboxylic acid tert-butyl ester (494773-35-2) + 1,2-bis(2,4-dimethylphenyl)disulfane (13616-83-6) → 4-[2-(2,4-dimethylphenylsulfanyl)phenyl]piperazine-1-carboxylic acid tert-butyl ester (960203-42-3)

Guidance literature:

4-(2-bromophenyl)piperazine-1-carboxylic acid tert-butyl ester; With sec.-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.25h;

1,2-bis(2,4-dimethylphenyl)disulfane; In tetrahydrofuran; at -78 - 20 ℃; for 18h;

upstream raw materials:

(2′-bromophenyl)(2,4-dimethylphenyl)sulfane

1-t-Butoxycarbonylpiperazine

4-(2-bromophenyl)piperazine-1-carboxylic acid tert-butyl ester

2,4-dimethyl-thiophenol

Downstream raw materials:

vortioxetine

Vortioxetine hydrobromide

Vortioxetine hydrochloride

Refernces

• 1、 Dodds, Amy C.,Sutherland, Andrew. "Regioselective C-H Thioarylation of Electron-Rich Arenes by Iron(III) Triflimide Catalysis". . p. 5922 - 5932. Retrieved 2021/05/04.
• 2、 -. "Preparation method of diaryl sulfide amine compound". Paragraph 0067; 0068; 0072; 0073. . Retrieved 2020/03/12.