166451-13-4

Basic information

• Product Name: 2-Pyrrolidinecarboxaldehyde, 1-(2-azidobenzoyl)-, (2S)-
• CAS NO: 166451-13-4
• Molecular Formula: C12H12N4O2
• Molecular Weight: 244.253
• Mol File: 166451-13-4.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinecarboxaldehyde, 1-(2-azidobenzoyl)-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinecarboxaldehyde, 1-(2-azidobenzoyl)-, (2S)-(166451-13-4)
• EPA Substance Registry System: 2-Pyrrolidinecarboxaldehyde, 1-(2-azidobenzoyl)-, (2S)-(166451-13-4)

Safety Data

• Hazardous Substances Data: 166451-13-4(Hazardous Substances Data)

Upstream product

• 31162-13-7 2-azidobenzoic acid 
• 610-14-0 2-nitrobenzyl chloride 
• 147-85-3 L-proline 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 142114-82-7 methyl (2S)-N-(2-azidobenzoyl)pyrrolidine-2-carboxylate 
• 72435-94-0 (S)-N-(2-nitrobenzyl)pyrrolidine-2-carboxaldehyde 
• 166451-12-3 (S)-(2-azidophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone 

Downstream Products

• 72435-89-3 (11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 

Relevant articles and documents

Intramolecular azide to alkene cycloadditions for the construction of pyrrolobenzodiazepines and azetidino-benzodiazepines

The coupling of proline- and azetidinone-substituted alkenes to 2-azidobenzoic and 2-azidobenzenesulfonic acid gives precursors that undergo intramolecular azide to alkene 1,3-dipolar cycloadditions to give imine-, triazoline- or aziridine-containing pyrr

Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines and their conjugates by azido reductive cyclization strategy as potential DNA-binding agents

Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via azido reductive cyclization process employing FeCl3-NaI reagent system. This methodology has been extended for the preparation of new nicotinamido- pyrrolobenzodiazepine hybrids linked through piperazino-alkane-oxy spacers that exhibit good DNA binding affinity.

Microwave enhanced reduction of nitro and azido arenes to N-arylformamides employing Zn-HCOONH4: Synthesis of 4(3H)-quinazolinones and pyrrolo[2,1-c][1,4]benzodiazepines

Microwave mediated reduction of nitro and azido arenes to N-arylformamides using Zn-HCOONH4 is described. In the absence of microwave conditions, this methodology affords amines. This protocol has been extended to the synthesis of pyrrolo[2,1-c][1,4]benzodiazepines and 4(3H)-quinazolinones.