72435-89-3

Basic information

• Product Name: (11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
• Synonyms: (S)-1,2,3,11a-Tetrahydro-5H-pyrrolo(2,1-c)(1,4)benzodiazepin-5-one; 5H-Pyrrolo(2,1-c)(1,4)benzodiazepin-5-one, 1,2,3,11a-tetrahydro-, (S)-; 5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one, 1,2,3,11a-tetrahydro-, (11aS)-
• CAS NO: 72435-89-3
• Molecular Formula: C₁₂H₁₂N₂O
• Molecular Weight: 200.2365
• Mol File: 72435-89-3.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 414.8°C at 760 mmHg
• Flash Point: 204.7°C
• Density: 1.3g/cm³
• Vapor Pressure: 4.32E-07mmHg at 25°C
• Refractive Index: 1.683
• CAS DataBase Reference: (11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: (11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one(72435-89-3)
• EPA Substance Registry System: (11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one(72435-89-3)

Safety Data

• Hazardous Substances Data: 72435-89-3(Hazardous Substances Data)

Upstream product

• 105120-27-2 (S)-11-Hydroxy-1,2,3,10,11,11a-hexahydro-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one 
• 94811-92-4 (11aS)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo<2,1-c><1,4>benzodiazepine-5-one 
• 166451-13-4 1-(2'-azidobenzoyl)pyrrolidine-2-carbaldehyde 
• 194783-41-0 (S)-11-Methoxy-1,2,3,10,11,11a-hexahydro-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one 
• 72435-94-0 (S)-N-(2-nitrobenzyl)pyrrolidine-2-carboxaldehyde 
• 105089-66-5 (2S)-N-(2-aminobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal 
• 31162-13-7 2-azidobenzoic acid 
• 141874-26-2 N-Boc-(S)-proline chloride 
• 552-16-9 ortho-nitrobenzoic acid 
• 72435-93-9 (S)-N-(2-nitrobenzyl)-pyrrolidine-2-carbinol 
• 23356-96-9 (S)-1-Pyrrolidin-2-yl-methanol 
• 142114-82-7 methyl (2S)-N-(2-azidobenzoyl)pyrrolidine-2-carboxylate 
• 166451-12-3 (S)-(2-azidophenyl)(2-(hydroxymethyl)pyrrolidin-1-yl)methanone 
• 147-85-3 L-proline 

Relevant articles and documents

Acceptorless dehydrogenative construction of CN and CC bonds through catalytic aza-Wittig and Wittig reactions in the presence of an air-stable ruthenium pincer complex

The construction of CN bonds was achieved by the dehydrogenative coupling of alcohol and azide via aza-Wittig type reaction. The reaction is catalyzed by an acridine-derived ruthenium pincer complex and does not use any oxidant. The present protocol offers a wide substrate scope, including aliphatic, aryl or heteroaryl alcohol/azides. This expeditious protocol was successfully applied to construct a CC bond directly from alcohol via dehydrogenative Wittig reaction. Furthermore, the synthesis of structurally important pyrrolo[1,4]benzodiazepine derivatives was also achieved by this methodology.

A facile intramolecular azido/amido reductive cyclization approach: synthesis of pyrrolobenzodiazepines and their dimers

A new synthetic pathway has been developed for the preparation of imine-containing pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) and their dimers. Selective reduction of aromatic azides as well as aliphatic amides in a single step leading to an intramolecular

Conversion of amines to imines employing Polymer-Supported Sulfoxide (PSS) and Polymer-Supported Perruthenate (PSP): Synthesis of pyrrolo[2,1-c][1,4] benzodiazepines

An efficient method for the oxidation of secondary amines to the corresponding imines has been developed by employing polymer-supported reagents. This protocol has been extended for the generation of a combinatorial library of substituted pyrrolo[2,1-c][1,4]benzodiazepine derivatives and provides a rapid and clean preparation avoiding conventional purification techniques.