183383-30-4

Basic information

• Product Name: 1-PIPERAZINECARBOXYLIC ACID,4-FORMYL-,1,1-DIMETHYLETHYL ESTER
• Synonyms: 1-PIPERAZINECARBOXYLIC ACID,4-FORMYL-,1,1-DIMETHYLETHYL ESTER;Tert-butyl 4-formylpiperazine-1-carboxylate;4-formyl-1-Piperazinecarboxylic acid 1,1-dimethylethyl ester
• CAS NO: 183383-30-4
• Molecular Formula: C₁₀H₁₈N₂O₃
• Molecular Weight: 214.26152
• Mol File: 183383-30-4.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-PIPERAZINECARBOXYLIC ACID,4-FORMYL-,1,1-DIMETHYLETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1-PIPERAZINECARBOXYLIC ACID,4-FORMYL-,1,1-DIMETHYLETHYL ESTER(183383-30-4)
• EPA Substance Registry System: 1-PIPERAZINECARBOXYLIC ACID,4-FORMYL-,1,1-DIMETHYLETHYL ESTER(183383-30-4)

Safety Data

• Hazardous Substances Data: 183383-30-4(Hazardous Substances Data)

Usage

General Description

1-Piperazinecarboxylic acid, 4-formyl-, 1,1-dimethylethyl ester is a chemical compound with the molecular formula C11H18N2O3. It is a derivative of piperazine, a heterocyclic organic compound commonly used in pharmaceuticals. This particular ester of piperazinecarboxylic acid and 4-formyl-1,1-dimethylethyl is a versatile intermediate compound that has potential applications in the synthesis of various pharmaceuticals and other organic compounds. It may also have uses in the chemical and pharmaceutical industries as a building block for the synthesis of new compounds with potentially valuable properties. However, as with all chemicals, proper handling and usage protocols should be followed to ensure safety and minimize risks to health and the environment.

Upstream product

• 7755-92-2 piperazine-1-carbaldehyde 
• 24424-99-5 di-tert-butyl dicarbonate 
• 123855-51-6 tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate 
• 67-66-3 chloroform 
• 57260-71-6 1-t-Butoxycarbonylpiperazine 
• 1426682-55-4 t-butyl 4-pyridyl carbonate 
• 34619-03-9 tert-butyldicarbonate 
• 158328-38-2 1,2-N,N'-bisethane 
• 124-38-9 carbon dioxide 

Downstream Products

• 454217-55-1 1-[(4-chlorophenyl)phenylmethyl]-4-(tert-butoxycarbonyl)-piperazine 
• 53788-49-1 tert-butyl 4-methylpiperazine-1-carboxylate 

Relevant articles and documents

Catalyst freeN-formylation of aromatic and aliphatic amines exploiting reductive formylation of CO2using NaBH4

Herein, we report a sustainable approach forN-formylation of aromatic as well as aliphatic amines using sodium borohydride and carbon dioxide gas. The developed approach is catalyst free, and does not need pressure or a specialized reaction assembly. The reductive formylation of CO2with sodium borohydride generates formoxy borohydride speciesin situ, as confirmed by1H and11B NMR spectroscopy. Thein situformation of formoxy borohydride species is prominent in formamide based solvents and is critical for the success of theN-formylation reactions. The formoxy borohydride is also found to promote transamidation reactions as a competitive pathway along with reductive functionalization of CO2with amine leading toN-formylation of amines.

Synthesis of formamides containing unsaturated groups by: N -formylation of amines using CO2 with H2

Formamides have wide applications in the industry and have been synthesized using CO2 as a carbon source and H2 as a reducing agent. However, previous systems required a noble catalyst and high temperature to achieve high efficiency, and the substrate scope was mostly limited to saturated amines. The selective N-formylation of amines containing unsaturated groups using CO2 and H2 is challenging because the efficient catalysts for the N-formylation are usually very active for hydrogenation of the unsaturated groups. Herein, we achieved for the first time a selective and efficient N-formylation of amines containing unsaturated groups using CO2 and H2 with a Cu(OAc)2-4-dimethylaminopyridine (DMAP) catalytic system. The substrates were converted to the desired formamides, while the unsaturated groups, such as the carbonyl group, the CC bond, CN bond and the ester group remained. The main reason for the excellent selectivity of the Cu(OAc)2-DMAP catalytic system was that it was very active for the N-formylation reaction, but was not active for the hydrogenation of the unsaturated groups.

Chelating Bis(1,2,3-triazol-5-ylidene) Rhodium Complexes: Versatile Catalysts for Hydrosilylation Reactions

NHC-rhodium complexes (NHC=N-heterocyclic carbenes) have been widely used as efficient catalysts for hydrosilylation reactions. However, the substrates were mostly limited to reactive carbonyl compounds (aldehydes and ketones) or carbon-carbon multiple bonds. Here, we describe the application of newly-developed chelating bis(tzNHC)-rhodium complexes (tz=1,2,3-triazol-5-ylidene) for several reductive transformations. With these catalysts, the formal reductive methylation of amines using carbon dioxide, the hydrosilylation of amides and carboxylic acids, and the reductive alkylation of amines using carboxylic acids have been achieved under mild reaction conditions.