(S)-1,4-di-Boc-piperazine-2-carboxylic acid Methyl ester

Base Information

• Chemical Name: (S)-1,4-di-Boc-piperazine-2-carboxylic acid Methyl ester
• CAS No.: 958635-19-3
• Molecular Formula: C16H28N2O6
• Molecular Weight: 344.4
• Hs Code.: 2933599090
• Mol file: 958635-19-3.mol

Synonyms:1-O,4-O-ditert-butyl 2-O-methyl (2S)-piperazine-1,2,4-tricarboxylate;

Chemical Property of (S)-1,4-di-Boc-piperazine-2-carboxylic acid Methyl ester

Chemical Property:

• Boiling Point: 406.6±40.0 °C(Predicted)
• PKA: -0.27±0.70(Predicted)
• PSA: 85.38000
• Density: 1.145±0.06 g/cm3(Predicted)
• LogP: 1.89160
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-1,4-Di-tert-butyl2-methylpiperazine-1,2,4-tricarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-1,4-di-Boc-piperazine-2-carboxylic acid Methyl ester

There total 5 articles about (S)-1,4-di-Boc-piperazine-2-carboxylic acid Methyl 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: 95.0%

(2S)-1,4-bis(tert-butoxycarbonyl)piperazine-2-carboxylic acid (788799-69-9) + methyl iodide (74-88-4) → 1,4-di-tert-butyl 2-methyl (2S)-piperazine-1,2,4-tricarboxylate (958635-19-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

(S)-piperazine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (796096-64-5) + di-tert-butyl dicarbonate (24424-99-5) → 1,4-di-tert-butyl 2-methyl (2S)-piperazine-1,2,4-tricarboxylate (958635-19-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1,4-di-tert-butyl 2-methyl (2S)-piperazine-1,2,4-tricarboxylate (958635-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / sodium carbonate / H₂O; tetrahydrofuran / 20 h / 23 °C

2: 39 g / potassium carbonate / dimethylformamide / 0 - 23 °C

With sodium carbonate; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/jo701465h

upstream raw materials:

(2S)-1,4-bis(tert-butoxycarbonyl)piperazine-2-carboxylic acid

methyl iodide

di-tert-butyl dicarbonate

(2S)-piperazine-2-carboxylic acid

Downstream raw materials:

(3S)-3-(hydroxymethyl)-1-piperazinecarboxylic acid 1,1-dimethylethyl ester

tert-butyl (8aS)-3-oxotetrahydro-1,3-oxazolo[3,4-a]pyrazine-7(1H)-carboxylate