1-Piperazinecarboxylic acid, 4-[(4-chlorophenyl)phenylmethyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1-Piperazinecarboxylic acid, 4-[(4-chlorophenyl)phenylmethyl]-, 1,1-dimethylethyl ester
• CAS No.: 454217-55-1
• Molecular Formula: C₂₂H₂₇ClN₂O₂
• Molecular Weight: 386.922
• Mol file: 454217-55-1.mol

Synonyms:

Chemical Property of 1-Piperazinecarboxylic acid, 4-[(4-chlorophenyl)phenylmethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Piperazinecarboxylic acid, 4-[(4-chlorophenyl)phenylmethyl]-, 1,1-dimethylethyl ester

There total 4 articles about 1-Piperazinecarboxylic acid, 4-[(4-chlorophenyl)phenylmethyl]-, 1,1-dimethylethyl 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: 87.9%

di-tert-butyl dicarbonate (24424-99-5) + N-(4-chlorobenzhydryl)piperazine (303-26-4) → 1-[(4-chlorophenyl)phenylmethyl]-4-(tert-butoxycarbonyl)-piperazine (454217-55-1,454217-56-2,454217-59-5)

Guidance literature:

di-tert-butyl dicarbonate; N-(4-chlorobenzhydryl)piperazine; With sodium hydroxide; In water; toluene; at 35 ℃; for 5h;

In n-heptane; at 0 - 64 ℃; for 8.5h;

Reference yield: 85.0%

4-(thioxomethyl)-1-piperazinecarboxylic acid 2,2-dimethylethyl ester (927427-55-2) + phenyllithium (591-51-5) + (4-chlorphenyl)magnesium bromide (873-77-8) → 1-[(4-chlorophenyl)phenylmethyl]-4-(tert-butoxycarbonyl)-piperazine (454217-55-1,454217-56-2,454217-59-5)

Guidance literature:

4-(thioxomethyl)-1-piperazinecarboxylic acid 2,2-dimethylethyl ester; phenyllithium; In tetrahydrofuran; diethyl ether; cyclohexane; at -78 - 20 ℃;

(4-chlorphenyl)magnesium bromide; In tetrahydrofuran; diethyl ether; cyclohexane; for 5h; Heating;

DOI:10.1021/ja068523f

Reference yield:

tert-butyl 4-formylpiperazine-1-carboxylate (183383-30-4) → 1-[(4-chlorophenyl)phenylmethyl]-4-(tert-butoxycarbonyl)-piperazine (454217-55-1,454217-56-2,454217-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2.78 g / Lawesson's reagent / CH₂Cl₂ / 2 h / 20 °C

2.1: tetrahydrofuran; cyclohexane; diethyl ether / -78 - 20 °C

2.2: 85 percent / tetrahydrofuran; cyclohexane; diethyl ether / 5 h / Heating

With Lawessons reagent; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;

DOI:10.1021/ja068523f

upstream raw materials:

4-(thioxomethyl)-1-piperazinecarboxylic acid 2,2-dimethylethyl ester

phenyllithium

(4-chlorphenyl)magnesium bromide

tert-butyl 4-formylpiperazine-1-carboxylate

Downstream raw materials:

(-)-1-[(4-chlorophenyl)phenylmethyl]piperazine dihydrochloride

Refernces

• 1、 -. "Optically active 4-(tert-butoxycarbonyl) piperazine compound, and method for producing the same". Example 1. . Retrieved 2008/06/13.