115551-46-7

Basic information

• Product Name: 3-N-CBZ-AMINOPYRROLIDINE
• Synonyms: BENZYL PYRROLIDIN-3-YLCARBAMATE;3-PYRROLIDINYL-CARBAMIC ACID BENZYL ESTER;3-N-CBZ-AMINOPYRROLIDINE;PYRROLIDIN-3-YL-CARBAMIC ACID BENZYL ESTER;Carbamic acid, 3-pyrrolidinyl-, phenylmethyl ester (9CI)
• CAS NO: 115551-46-7
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.27
• Product Categories: N-CBZ
• Mol File: 115551-46-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 382.525 °C at 760 mmHg
• Flash Point: 185.145 °C
• Appearance: /
• Density: 1.163 g/cm³
• Vapor Pressure: 4.69E-06mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 3-N-CBZ-AMINOPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-N-CBZ-AMINOPYRROLIDINE(115551-46-7)
• EPA Substance Registry System: 3-N-CBZ-AMINOPYRROLIDINE(115551-46-7)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 115551-46-7(Hazardous Substances Data)

Usage

General Description

3-N-CBZ-aminopyrrolidine is a chemical compound that is commonly used as a reagent in organic synthesis. It is an important intermediate in the production of pharmaceuticals and agrochemicals. 3-N-CBZ-AMINOPYRROLIDINE is frequently employed in the preparation of various heterocyclic compounds and is known for its utility as a versatile building block in organic chemistry. Additionally, 3-N-CBZ-aminopyrrolidine has exhibited potential as an inhibitor of certain enzymes and has been studied for its potential pharmacological activities. Overall, this chemical has wide-ranging applications in the fields of medicine, agriculture, and chemical research.

InChI:InChI=1/C12H16N2O2/c15-12(14-11-6-7-13-8-11)16-9-10-4-2-1-3-5-10/h1-5,11,13H,6-9H2,(H,14,15)

Upstream product

• 79286-79-6 pyrrolidin-3-amine 
• 501-53-1 benzyl chloroformate 
• 325775-36-8 tert-butyl 3-{[(benzyloxy)carbonyl]amino}-1-pyrrolidinecarboxylate 

Downstream Products

• 1083175-60-3 tert-butyl (2S)-5-(3-{[(benzyloxy)carbonyl]amino}pyrrolidin-1-yl)-2-{bis[(tert-butoxy)carbonyl]amino}pentanoate 
• 115551-00-3 10-[3-(benzyloxycarbonylamino)-1-pyrrolidinyl]-9-fluoro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[3,2,1-ij]-1,3,4-benzoxadiazine-6-carboxylic acid 

Relevant articles and documents

Design, synthesis and SAR of antitubercular benzylpiperazine ureas

Abstract: N-furfuryl piperazine ureas disclosed by scientists at GSK Tres Cantos were chosen as antimycobacterial hits from a phenotypic whole-cell screen. Bioisosteric replacement of the furan ring in the GSK Tres Cantos molecules with a phenyl ring led to molecule (I) with an MIC of 1?μM against Mtb H37Rv, low cellular toxicity (HepG2 IC50 ~ 80?μM), good DMPK properties and specificity for Mtb. With the aim of delineating the SAR associated with (I), fifty-five analogs were synthesized and screened against Mtb. The SAR suggests that the piperazine ring, benzyl urea and piperonyl moieties are essential signatures of this series. Active compounds in this series are metabolically stable, have low cellular toxicity and are valuable leads for optimization. Molecular docking suggests these molecules occupy the Q0 site of QcrB like Q203. Graphic Abstract: Bioisosteric replacement of N-furfuryl piperazine-1-carboxamides yielded molecule (I) a novel lead with satisfactory PD, metabolism, and toxicity profiles.[Figure not available: see fulltext.]

PROCESS FOR PRODUCING NITROGENOUS HETEROCYCLIC COMPOUND

A nitrogenous heterocyclic compound such as 3-aminopyrrolidine derivative is produced by hydrogenolysis of an N-substituted nitrogenous heterocyclic compound with normal pressure hydrogen in a water-based solvent in presence of a catalyst. In the case an optically active 1-substituted-3-aminopyrrrolidine derivative is used as a raw material, an optically active 3-aminopyrrolidine derivative can be obtained as a product practically without racemination.