1-Benzyl 3-methyl piperazine-1,3-dicarboxylate

Base Information

• Chemical Name: 1-Benzyl 3-methyl piperazine-1,3-dicarboxylate
• CAS No.: 129799-11-7
• Molecular Formula: C14H18N2O4
• Molecular Weight: 278.308
• Hs Code.: 2933599090
• European Community (EC) Number: 672-437-0
• DSSTox Substance ID: DTXSID90373871
• Mol file: 129799-11-7.mol

Synonyms:129799-11-7;1-benzyl 3-methyl piperazine-1,3-dicarboxylate;N-4-Cbz-piperazine-2-carboxylate methyl ester;methyl 4-cbz-piperazine-2-carboxylate;4-Cbz-piperazine-2-carboxylate methyl ester;MFCD03001724;piperazine-1,3-dicarboxylic acid 1-benzyl ester 3-methyl ester;1-O-benzyl 3-O-methyl piperazine-1,3-dicarboxylate;1,3-Piperazinedicarboxylic acid, 3-methyl 1-(phenylmethyl) ester;methyl 4-(benzyloxycarbonyl)piperazine-2-carboxylate;(S)-4-N-Cbz-piperazine-2-carboxylicacidmethylester;Methyl-4-CBZ piperazine-2-carboxylate;4-n-cbz-piperazine-2-carboxylic acid methyl ester;SCHEMBL2680992;DTXSID90373871;FYKXWBBQYZXPFB-UHFFFAOYSA-N;AKOS005258750;AB19911;AB19914;CS-W002984;DS-0781;methyl n-4-cbz-piperazine-2-carboxylate;AC-14343;SY017973;3-(3-methoxyphenyl)propyl methanesulfonate;1-benzyloxycarbonyl-3-carbomethoxypiperazine;AM20020377;FT-0600861;FT-0655221;FT-0655353;1-benzyl3-methylpiperazine-1,3-dicarboxylate;A12960;N-4-Cbz-piperazine-2-carboxylate?methyl?ester;methyl 4-benzyloxycarbonylpiperazine-2-carboxylate;n-4-cbz-piperazine-2-carboxylate methyl ester, AldrichCPR;(R)-1-benzyl 3-methyl piperazine-1,3-dicarboxylate;(R)-4-N-CBZ-PIPERAZINE-2-CARBOXYLIC ACID METHYL ESTER

Chemical Property of 1-Benzyl 3-methyl piperazine-1,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 1.88E-09mmHg at 25°C
• Refractive Index: 1.569
• Boiling Point: 406.5 °C at 760 mmHg
• PKA: 6.43±0.40(Predicted)
• Flash Point: 199.7 °C
• PSA: 67.87000
• Density: 1.212 g/cm³
• LogP: 1.03670
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 278.12665706
• Heavy Atom Count: 20
• Complexity: 342

Purity/Quality:

98%min ^*data from raw suppliers

1-Benzyl3-Methylpiperazine-1,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CN(CCN1)C(=O)OCC2=CC=CC=C2

Technology Process of 1-Benzyl 3-methyl piperazine-1,3-dicarboxylate

There total 4 articles about 1-Benzyl 3-methyl piperazine-1,3-dicarboxylate 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: 79.0%

O1,O4-di-tert-butyl O2-methyl piperazine-1,2,4-tricarboxylate (171504-98-6) + benzyl chloroformate (501-53-1,94274-21-2) → 1-benzyl 3-methyl piperazine-1,3-dicarboxylate (129799-11-7)

Guidance literature:

O₁,O₄-di-tert-butyl O₂-methyl piperazine-1,2,4-tricarboxylate; With hydrogenchloride; In methanol; at 20 ℃;

benzyl chloroformate; With triethylamine; In dichloromethane; at 20 ℃; for 3h; Cooling with ice;

Reference yield:

2-methoxycarbonyltetrahydropyrazine (2758-98-7) + benzyl chloroformate (501-53-1,94274-21-2) → 1-benzyl 3-methyl piperazine-1,3-dicarboxylate (129799-11-7)

Guidance literature:

In sodium hydrogencarbonate;

Reference yield:

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid (181955-79-3) → 1-benzyl 3-methyl piperazine-1,3-dicarboxylate (129799-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C / Cooling with ice

2.1: hydrogenchloride / methanol / 20 °C

2.2: 3 h / 20 °C / Cooling with ice

With hydrogenchloride; potassium carbonate; In methanol; N,N-dimethyl-formamide;

upstream raw materials:

2-methoxycarbonyltetrahydropyrazine

benzyl chloroformate

O₁,O₄-di-tert-butyl O₂-methyl piperazine-1,2,4-tricarboxylate

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid

Downstream raw materials:

4-benzyl 1-(tert-butyl) 2-methyl piperazine-1,2,4-tricarboxylate

1-benzyl 3-methyl (3S)-piperazine-1,3-dicarboxylate

1-benzyl 3-methyl (3R)-4-(3-mesitylpropanoyl)piperazine-1,3-dicarboxylate

(R)-4-((benzyloxy)carbonyl)piperazine-2-carboxylic acid

Refernces

• 1、 -. "Cell adhesion-inhibiting antiinflammatory and immune-suppressive compounds". . . Retrieved 2008/06/13.
• 2、 -. "Trisubstituted piperazine compounds, their production and use". . . Retrieved 2008/06/13.