(R)-2-METHYL-PIPERAZINE-1,4-DICARBOXYLIC ACID 4-BENZYL ESTER 1-TERT-BUTYL ESTER

Base Information

• Chemical Name: (R)-2-METHYL-PIPERAZINE-1,4-DICARBOXYLIC ACID 4-BENZYL ESTER 1-TERT-BUTYL ESTER
• CAS No.: 128102-16-9
• Molecular Formula: C18H26N2O4
• Molecular Weight: 334.415
• Mol file: 128102-16-9.mol

Synonyms:R-1-BOC-4-CBZ-2-METHYLPIPERAZINE;(R)-2-METHYL-PIPERAZINE-1,4-DICARBOXYLIC ACID 4-BENZYL ESTER 1-TERT-BUTYL ESTER;(R)-4-Benzyl 1-Boc-2-Methylpiperazine-4-carboxylate

Chemical Property of (R)-2-METHYL-PIPERAZINE-1,4-DICARBOXYLIC ACID 4-BENZYL ESTER 1-TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 8.81E-08mmHg at 25°C
• Refractive Index: 1.527
• Boiling Point: 435.4 °C at 760 mmHg
• Flash Point: 217.1 °C
• PSA: 59.08000
• Density: 1.137 g/cm³
• LogP: 3.14020
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(R)-4-Benzyl1-Boc-2-methylpiperazine-4-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-METHYL-PIPERAZINE-1,4-DICARBOXYLIC ACID 4-BENZYL ESTER 1-TERT-BUTYL ESTER

There total 1 articles about (R)-2-METHYL-PIPERAZINE-1,4-DICARBOXYLIC ACID 4-BENZYL ESTER 1-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: 81.0%

di-tert-butyl dicarbonate (24424-99-5) + (RS)-2-methylpiperazine (109-07-9) + benzyl chloroformate (501-53-1,94274-21-2) → 4-benzyl 1-tert-butyl 2-methylpiperazine-1,4-dicarboxylate (128102-16-9)

Guidance literature:

(RS)-2-methylpiperazine; benzyl chloroformate; In dichloromethane; at 0 - 20 ℃; for 3.5h;

di-tert-butyl dicarbonate; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 14h;

DOI:10.1016/j.ejmech.2020.112254

Reference yield: 97.0%

4-benzyl 1-tert-butyl 2-methylpiperazine-1,4-dicarboxylate (128102-16-9) → tert-butyl 2-methylpiperazine-1-carboxylate (120737-78-2)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃;

Reference yield:

4-benzyl 1-tert-butyl 2-methylpiperazine-1,4-dicarboxylate (128102-16-9) → 9-(4-fluorophenyl)-8-(4-((3-methylpiperazin-1-yl)methyl)phenyl)-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one (1207455-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C

2.1: dichloromethane / 20 °C

2.2: 5 h

3.1: hydrogenchloride / acetonitrile / 2 h

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In methanol; dichloromethane; acetonitrile;

upstream raw materials:

di-tert-butyl dicarbonate

(RS)-2-methylpiperazine

benzyl chloroformate

Downstream raw materials:

tert-butyl 2-methylpiperazine-1-carboxylate

9-(4-fluorophenyl)-8-(4-((3-methylpiperazin-1-yl)methyl)phenyl)-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one

tert-butyl 4-(4-(9-(4-fluorophenyl)-3-oxo-3,7,8,9-tetrahydro-2H-pyrido[4,3,2-de]phthalazin-8-yl)benzyl)-2-methylpiperazine-1-carboxylate

Refernces

• 1、 -. "Thiazolidine derivatives or salts thereof as an active ingredient an inhibitor Pim". Paragraph 0657; 0658. . Retrieved 2018/10/19.
• 2、 -. "DIHYDROPYRIDOPHTHALAZINONE INHIBITORS OF POLY(ADP-RIBOSE)POLYMERASE (PARP)". Page/Page column 86. . Retrieved 2010/03/02.