166451-19-0

Basic information

• Product Name: (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carbaldehyde
• Synonyms: (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carbaldehyde
• CAS NO: 166451-19-0
• Molecular Weight: 290.279
• Mol File: 166451-19-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carbaldehyde(166451-19-0)
• EPA Substance Registry System: (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carbaldehyde(166451-19-0)

Safety Data

• Hazardous Substances Data: 166451-19-0(Hazardous Substances Data)

Upstream product

• 182277-06-1 4-Hydroxy-5-methoxy-2-nitro-benzoyl chloride 
• 175409-49-1 methyl-(2S)-N-[4-hydroxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate 
• 182277-11-8 (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 175409-51-5 (S)-1-(4-Hydroxy-5-methoxy-2-nitro-benzoyl)-pyrrolidine-2-carbaldehyde 

Downstream Products

• 81307-24-6 (11aS)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 

Relevant articles and documents

An efficient reduction of azides to amines: Synthesis of DNA interactive pyrrolo[2, 1-c][1,4]benzodiazepines

Reaction of a variety of azido compounds with FeSO4·7H2O/NH3 results in quantitative yields of the corresponding amino compounds. This reductive methodology has been extended towards the synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics. (C) 2000 Elsevier Science Ltd.

Synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics via azido reductive cyclization with HMDST

A new facile synthesis of pyrrolo[2,1-c][1,4]benzodiazepine (PBD) ring system has been achieved by reductive cyclization of the azide employing hexamethyldisilathiane (HMDST). The parent unsubstituted PBD and the natural product DC-81 have also been prepared in good overall yields.