182277-12-9

Basic information

• Product Name: 2-Pyrrolidinecarboxaldehyde, 1-(2-azido-5-methylbenzoyl)-, (2S)-
• CAS NO: 182277-12-9
• Molecular Formula: C13H14N4O2
• Molecular Weight: 258.28
• Mol File: 182277-12-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Pyrrolidinecarboxaldehyde, 1-(2-azido-5-methylbenzoyl)-, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrrolidinecarboxaldehyde, 1-(2-azido-5-methylbenzoyl)-, (2S)-(182277-12-9)
• EPA Substance Registry System: 2-Pyrrolidinecarboxaldehyde, 1-(2-azido-5-methylbenzoyl)-, (2S)-(182277-12-9)

Safety Data

• Hazardous Substances Data: 182277-12-9(Hazardous Substances Data)

Upstream product

• 38818-49-4 5-methyl-2-nitrobenzoyl chloride 
• 182277-07-2 (S)-1-(5-Methyl-2-nitro-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 147-85-3 L-proline 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 830341-03-2 (2-Azido-5-methyl-phenyl)-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-methanone 
• 182277-10-7 (S)-1-(2-Azido-5-methyl-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester 

Relevant articles and documents

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.

Simple and facile reduction of azides to amines: Synthesis of DNA interactive pyrrolo[2,1-c][1,4]benzodiazepines

The reduction of aromatic azido compounds to the corresponding amines with hydriodic acid has been investigated and found to result in high yields. This reductive methodology which proceeds under non refluxing condition has been extended for the synthesis of DNA-interactive pyrrolo[2,1-c][1,4] benzodiazepine antibiotics.

Synthesis of pyrrolo[2,1-c][1,4]benzodiazepines via reductive cyclization of ω-Azido carbonyl compounds by TMSI: An efficient preparation of antibiotic DC-81 and its dimers

ω-Azido carbonyl compounds on reaction with trimethylsilyl iodide (in situ prepared from TMSCI/NaI) led to the formation of diazepine imines in good yields under mild conditions. This methodology has been applied to the parent unsubstituted pyrrolobenzodiazepine, the natural product DC-81 and its dimers. (C) 2000 Elsevier Science Ltd.