Tert-butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate
• CAS No.: 414910-15-9
• Molecular Formula: C13H22N2O3
• Molecular Weight: 254.329
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID10359536
• Wikidata: Q82140786
• Mol file: 414910-15-9.mol

Synonyms:Tert-butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate;414910-15-9;tert-butyl 4-(cyclopropylcarbonyl)-1-piperazinecarboxylate;MFCD03930967;SCHEMBL2048225;tert-butyl 4-cyclopropanecarbonylpiperazine-1-carboxylate;AMY5310;DTXSID10359536;tert-Butyl4-(cyclopropanecarbonyl)piperazine-1-carboxylate;BCP17328;CS-M1240;STK124130;AKOS000494341;AC-30401;DS-16338;SY115466;(4-Boc-1-piperazinyl)(cyclopropyl)methanone;FT-0725115;F31269;A873050;1-Tertbutoxycarbonyl-4-(cyclopropanecarbonyl) piperazine;t-Butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate;tert-butyl 4-(cyclopropylcarbonyl)piperazine-1-carboxylate;4-Cyclopropanoyl-piperazine-1-Carboxylic Acid, Tert-Butyl Ester;tert-Butyl 4-(cyclopropylcarbonyl)-1-piperazinecarboxylate, AldrichCPR

Chemical Property of Tert-butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate

Chemical Property:

• Boiling Point: 388.4±35.0 °C(Predicted)
• PKA: -0.25±0.70(Predicted)
• PSA: 49.85000
• Density: 1.175±0.06 g/cm3(Predicted)
• LogP: 1.35150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 254.16304257
• Heavy Atom Count: 18
• Complexity: 337

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Cyclopropanoylpiperazine-1-carboxylicAcidtert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCN(CC1)C(=O)C2CC2
• Uses: 4-Cyclopropanoylpiperazine-1-carboxylic Acid tert-Butyl Ester is a useful reagent for organic synthesis and other chemical processes. It is used as a reagent in the preparation of propanoyl-quinazolinone scaffold-based novel PARP1 inhibitors.

Technology Process of Tert-butyl 4-(cyclopropanecarbonyl)piperazine-1-carboxylate

There total 2 articles about Tert-butyl 4-(cyclopropanecarbonyl)piperazine-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: 98.0%

cyclopropanecarboxylic acid chloride (4023-34-1) + 1-t-Butoxycarbonylpiperazine (57260-71-6) → 4-(cyclopropanecarbonyl)piperazine-1-carboxylic acid tert-butyl ester (414910-15-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h; Reagent/catalyst; Large scale;

Reference yield:

1-t-Butoxycarbonylpiperazine (57260-71-6) + cyclopropanecarboxylic acid (1759-53-1) → 4-(cyclopropanecarbonyl)piperazine-1-carboxylic acid tert-butyl ester (414910-15-9)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2013.12.048

Reference yield: 97.0%

4-(cyclopropanecarbonyl)piperazine-1-carboxylic acid tert-butyl ester (414910-15-9) → 1-(cyclopropylcarbonyl)piperazine (59878-57-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 - 30 ℃; Inert atmosphere;

upstream raw materials:

cyclopropanecarboxylic acid chloride

1-t-Butoxycarbonylpiperazine

cyclopropanecarboxylic acid

Downstream raw materials:

1-(cyclopropylcarbonyl)piperazine

9-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)phenyl)-8-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one

9-(3-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)phenyl)-8-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one

8-(4-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)phenyl)-9-phenyl-8,9-dihydro-2H-pyrido[4,3,2-de]phthalazin-3(7H)-one

Refernces

• 1、 -. "Preparation method of Volasertib intermediate 1-cyclopropyl methyl piperazine". Paragraph 0028; 0033. . Retrieved 2018/09/08.
• 2、 Wang, Ling-Xiao,Zhou, Xin-Bo,Xiao, Meng-Liang,Jiang, Ning,Liu, Feng,Zhou, Wen-Xia,Wang, Xiao-Kui,Zheng, Zhi-Bing,Li, Song. "Synthesis and biological evaluation of substituted 4-(thiophen-2-ylmethyl)- 2H-phthalazin-1-ones as potent PARP-1 inhibitors". . p. 3739 - 3743. Retrieved 2014/09/17.