3-Cyclopropyl-piperazine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 3-Cyclopropyl-piperazine-1-carboxylic acid tert-butyl ester
• CAS No.: 886779-85-7
• Molecular Formula: C₁₂H₂₂N₂O₂
• Molecular Weight: 226.319
• European Community (EC) Number: 832-301-5
• DSSTox Substance ID: DTXSID00700159
• Mol file: 886779-85-7.mol

Synonyms:886779-85-7;3-CYCLOPROPYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;TERT-BUTYL 3-CYCLOPROPYLPIPERAZINE-1-CARBOXYLATE;DTXSID00700159;1-BOC-3-CYCLOPROPYLPIPERAZINE;AB47880;AB47881;AB47884;AT21552;EN300-643250;3-CYCLOPROPYL-PIPERAZINE-1-CARBOXYLICACIDTERT-BUTYLESTER;(R)-3-CYCLOPROPYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;(S)-3-CYCLOPROPYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property of 3-Cyclopropyl-piperazine-1-carboxylic acid tert-butyl ester

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 226.168127949
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

98%min ^*data from raw suppliers

3-CYCLOPROPYL-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCNC(C1)C2CC2

Technology Process of 3-Cyclopropyl-piperazine-1-carboxylic acid tert-butyl ester

There total 7 articles about 3-Cyclopropyl-piperazine-1-carboxylic acid 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:

C24H48N2O2Sn → tert-butyl 3-cyclopropylpiperazine-1-carboxylate (886779-85-7)

Guidance literature:

With 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol500210z

Reference yield:

2-(tert-butoxycarbonylamino)ethyl bromide (39684-80-5) → tert-butyl 3-cyclopropylpiperazine-1-carboxylate (886779-85-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N-dimethyl-formamide / 24 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

2.2: 6 h / 0 - 20 °C

3.1: hydrazine / ethanol / 0.33 h / Reflux

4.1: dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

5.1: 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 12 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate); sodium hydride; hydrazine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol500210z

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-cyclopropylpiperazine-1-carboxylate (886779-85-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 18 h / 0 - 20 °C

2.1: N,N-dimethyl-formamide / 24 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

3.2: 6 h / 0 - 20 °C

4.1: hydrazine / ethanol / 0.33 h / Reflux

5.1: dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

6.1: 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 12 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; copper(II) bis(trifluoromethanesulfonate); sodium hydride; triethylamine; hydrazine; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol500210z

upstream raw materials:

2-(tert-butoxycarbonylamino)ethyl bromide

di-tert-butyl dicarbonate

N-(2-tert-butoxycarbonylaminoethyl)phthalimide

tert-butyl (2-(1,3-dioxoisoindolin-2-yl)ethyl)((tributylstannyl)methyl)carbamate

Refernces

• 1、 Luescher, Michael U.,Vo, Cam-Van T.,Bode, Jeffrey W.. "SnAP reagents for the synthesis of piperazines and morpholines". . p. 1236 - 1239. Retrieved 2014/03/21.