tert-Butyl 4-benzyl-2-ethylpiperazine-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 4-benzyl-2-ethylpiperazine-1-carboxylate
• CAS No.: 502482-44-2
• Molecular Formula: C18H28N2O2
• Molecular Weight: 304.433
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID80592433
• Mol file: 502482-44-2.mol

Synonyms:502482-44-2;tert-Butyl 4-benzyl-2-ethylpiperazine-1-carboxylate;1-N-Boc-4-N-benzyl-2-ethyl piperazine;3,3-dinitrobenzophenone;SCHEMBL6975743;DTXSID80592433;AKOS015960692;AB13945;AB14252

Chemical Property of tert-Butyl 4-benzyl-2-ethylpiperazine-1-carboxylate

Chemical Property:

• Vapor Pressure: 3.52E-06mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 386.5°C at 760 mmHg
• Flash Point: 187.6°C
• PSA: 32.78000
• Density: 1.043g/cm³
• LogP: 3.39370
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 304.215078140
• Heavy Atom Count: 22
• Complexity: 359

Purity/Quality:

1-N-BOC-4-N-BENZYL-2-ETHYL PIPERAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CN(CCN1C(=O)OC(C)(C)C)CC2=CC=CC=C2

Technology Process of tert-Butyl 4-benzyl-2-ethylpiperazine-1-carboxylate

There total 5 articles about tert-Butyl 4-benzyl-2-ethylpiperazine-1-carboxylate 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:

di-tert-butyl dicarbonate (24424-99-5) + (3S)-1-benzyl-3-ethylpiperazine (324750-04-1,347195-55-5) → (2S)-2-ethyl-4-(phenylmethyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester (502482-44-2)

Guidance literature:

In dichloromethane; for 2h;

DOI:10.1021/jm9508090

Reference yield:

ethyl 2-(benzylamino)acetate (6436-90-4) → (2S)-2-ethyl-4-(phenylmethyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester (502482-44-2)

Guidance literature:

Multi-step reaction with 4 steps

1: DCC / CH₂Cl₂ / 18 h

2: 1.) aq. HCl, 2.) aq. NaHCO₃ / 1.) CHCl₃

3: LiAlH₄ / tetrahydrofuran / 15 h / Heating

4: CH₂Cl₂ / 2 h

With hydrogenchloride; lithium aluminium tetrahydride; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm9508090

Reference yield:

(3S)-3-ethyl-1-(phenylmethyl)-2,5-piperazinedione (325145-36-6) → (2S)-2-ethyl-4-(phenylmethyl)-1-piperazinecarboxylic acid, 1,1-dimethylethyl ester (502482-44-2)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 15 h / Heating

2: CH₂Cl₂ / 2 h

With lithium aluminium tetrahydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm9508090

upstream raw materials:

di-tert-butyl dicarbonate

(3S)-1-benzyl-3-ethylpiperazine

ethyl 2-(benzylamino)acetate

(3S)-3-ethyl-1-(phenylmethyl)-2,5-piperazinedione

Downstream raw materials:

(S)-2-ethylpiperazine-1-carboxylic acid tert-butyl ester