185057-50-5

Basic information

• Product Name: N-Cbz-3-aminopyrrolidine
• Synonyms: BENZYL 3-AMINOPYRROLIDINE-1-CARBOXYLATE;1-N-CBZ-3-AMINO-PYRROLIDINE;1-CBZ-3-AMINO PYRROLIDINE;3-AMINO-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER;3-AMINO-1-N-CBZ-PYRROLIDINE;N-Cbz-3-aminopyrrolidine;1-Benzyloxycarbonyl-3-aminopyrrolidine, 97%;1-cbz-3-aminopyrrolidine HCl or 1-benzyloxycarbonyl-3-aminopyrrolidine HCl
• CAS NO: 185057-50-5
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.27
• Product Categories: Amines;Pyrrolidines;Pyrrole&Pyrrolidine&Pyrroline
• Mol File: 185057-50-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 351.7 °C at 760 mmHg
• Flash Point: 166.5 °C
• Appearance: /
• Density: 1.186 g/cm³
• Vapor Pressure: 4.04E-05mmHg at 25°C
• Refractive Index: 1.5485
• PKA: 9.52±0.20(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: N-Cbz-3-aminopyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Cbz-3-aminopyrrolidine(185057-50-5)
• EPA Substance Registry System: N-Cbz-3-aminopyrrolidine(185057-50-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 185057-50-5(Hazardous Substances Data)

Usage

General Description

N-Cbz-3-aminopyrrolidine is a chemical compound that consists of a pyrrolidine ring with an attached amino group and a carbobenzyloxy (Cbz) protecting group. It is commonly used in organic synthesis as a building block for the preparation of various compounds. The Cbz protecting group serves to block the reactivity of the amino group during chemical reactions until it is selectively removed, allowing for the formation of specific products. N-Cbz-3-aminopyrrolidine has applications in medicinal chemistry, particularly in the synthesis of potential drug candidates, as well as in the development of various other organic molecules. The compound is known for its versatility and utility in a wide range of chemical transformations, making it a valuable tool for synthetic chemists.

InChI:InChI=1/C12H16N2O2/c13-11-6-7-14(8-11)12(15)16-9-10-4-2-1-3-5-10/h1-5,11H,6-9,13H2

Upstream product

• 79286-79-6 pyrrolidin-3-amine 
• 501-53-1 benzyl chloroformate 
• 68471-57-8 2,3-dihydro-pyrrole-1-carboxylic acid benzyl ester 

Downstream Products

• 122536-73-6 benzyl (R)-3-amino-pyrrolidine-1-carboxylate 
• 185057-49-2 (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinecarboxylic acid,phenylmethyl ester 
• 140412-80-2 3-((S)-2-tert-Butoxycarbonylamino-propionylamino)-pyrrolidine-1-carboxylic acid benzyl ester 
• 140412-80-2 3-((R)-2-tert-Butoxycarbonylamino-propionylamino)-pyrrolidine-1-carboxylic acid benzyl ester 

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.]

AMIDE DERIVATIVE

The present invention relates to a compound of the formula (I) being useful as a renin inhibitor, or a pharmaceutically acceptable salt thereof. wherein R1a is a hydrogen atom, an optionally substituted C1-6 alkyl, etc.; R1b is an optionally substituted C1-6 alkoxy, etc.; R1c is a hydrogen atom, an optionally substituted C1-6 alkoxy, etc.; R2 is a hydrogen atom, an optionally substituted C1-6 alkyl, etc.; R3a, R3b, R3c and R3d are independently the same or different, and each is a group of the formula: -A-B (in which A is a single bond, -(CH2)sO-, - (CH2)sN(R4)CO-, etc., B is a hydrogen atom, an optionally substituted C1-6 alkyl, etc.), etc.; R4 is a hydrogen atom, an optionally substituted C1-6 alkyl, etc.; s is 0, etc.; and n is 1, etc.