1-Cyclopropylpiperazine-4-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 1-Cyclopropylpiperazine-4-carboxylic acid tert-butyl ester
• CAS No.: 77278-34-3
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.319
• Hs Code.: 2933599090
• Mol file: 77278-34-3.mol

Synonyms:tert-Butyl 4-cyclopropylpiperazine-1-carboxylate;

Chemical Property of 1-Cyclopropylpiperazine-4-carboxylic acid tert-butyl ester

Chemical Property:

• Boiling Point: 296.5 °C at 760 mmHg
• Flash Point: 133.1 °C
• PSA: 32.78000
• Density: 1.116 g/cm³
• LogP: 1.57730

Purity/Quality:

99% ^*data from raw suppliers

1-CYCLOPROPYLPIPERAZINE-4-CARBOXYLIC ACID TERT-BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Cyclopropylpiperazine-4-carboxylic acid tert-butyl ester

There total 4 articles about 1-Cyclopropylpiperazine-4-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: 100.0%

[(1-Ethoxycyclopropyl)oxy]trimethylsilane (27374-25-0) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-cyclopropylpiperazine-1-carboxylic acid tert-butyl ester (77278-34-3)

Guidance literature:

[(1-Ethoxycyclopropyl)oxy]trimethylsilane; 1-t-Butoxycarbonylpiperazine; With sodium hydroxide; sodium cyanoborohydride; acetic acid; In methanol; at 60 ℃; for 5h;

With water; In methanol; for 0.0833333h;

With sodium hydroxide; In methanol; water; for 0.25h;

Reference yield: 100.0%

trimethylsilyl ether of 1-methoxycyclopropanol (84098-43-1) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-cyclopropylpiperazine-1-carboxylic acid tert-butyl ester (77278-34-3)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; methanol; at 63 ℃; for 16h;

DOI:10.1021/jm031028z

Reference yield: 97.0%

1-t-Butoxycarbonylpiperazine (57260-71-6) + cyclopropylboronic acid (411235-57-9) → 4-cyclopropylpiperazine-1-carboxylic acid tert-butyl ester (77278-34-3)

Guidance literature:

With [2,2]bipyridinyl; oxygen; copper diacetate; sodium carbonate; In 1,2-dichloro-ethane; at 70 ℃;

DOI:10.1039/b925499d

upstream raw materials:

[(1-Ethoxycyclopropyl)oxy]trimethylsilane

1-t-Butoxycarbonylpiperazine

trimethylsilyl ether of 1-methoxycyclopropanol

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Downstream raw materials:

4-(4-cyclopropyl-piperazine-1-carbonyl)-benzaldehyde

(4-cyclopropylpiperazin-1-yl)(4-((4-fluoropiperidin-1-yl)methyl)phenyl)methanone

Bavisant

1-cyclopropylpiperazine hydrochloride

Refernces

• 1、 Letavic, Michael A.,Aluisio, Leah,Apodaca, Richard,Bajpai, Manoj,Barbier, Ann J.,Bonneville, Anne,Bonaventure, Pascal,Carruthers, Nicholas I.,Dugovic, Christine,Fraser, Ian C.,Kramer, Michelle L.,Lord, Brian,Lovenberg, Timothy W.,Li, Lilian Y.,Ly, Kiev S.,McAllister, Heather,Mani, Neelakandha S.,Morton, Kirsten L.,Ndifor, Anthony,Nepomuceno, S. Diane,Pandit, Chennagiri R.,Sands, Steven B.,Shah, Chandra R.,Shelton, Jonathan E.,Snook, Sandra S.,Swanson, Devin M.,Xiao, Wei. "Novel benzamide-based histamine H3 receptor antagonists: The identification of two candidates for clinical development". supporting information. p. 450 - 454. Retrieved 2015/04/27.
• 2、 -. "AURORA KINASE INHIBITORS". Page/Page column 68-69. . Retrieved 2009/10/22.