18877-33-3

Usage

InChI:InChI=1/C12H12N2O5/c15-11(13-7-3-6-10(13)12(16)17)8-4-1-2-5-9(8)14(18)19/h1-2,4-5,10H,3,6-7H2,(H,16,17)/t10-/m0/s1

Upstream product

• 610-14-0 2-nitrobenzyl chloride 
• 147-85-3 L-proline 
• 552-16-9 ortho-nitrobenzoic acid 

Downstream Products

• 105089-64-3 N-(2-nitrobenzoyl)-L-proline methyl ester 
• 105089-65-4 (2S)-N-(2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal 
• 105089-66-5 (2S)-N-(2-aminobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal 
• 72435-89-3 (11aS)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 
• 154078-66-7 (S)-1-(2-Amino-benzoyl)-pyrrolidine-2-carboxylic acid (4-methoxy-phenyl)-amide 
• 176387-45-4 (S)-1-(2-Nitro-thiobenzoyl)-pyrrolidine-2-carbothioaldehyde 
• 72435-94-0 (S)-N-(2-nitrobenzyl)pyrrolidine-2-carboxaldehyde 

Relevant academic research and scientific papers

A convenient synthesis of chiral 2-methylenebenzo[e][1,4]diazepin-5-ones via a one-pot reductive cyclodehydration with retention of chirality

Total synthesis of optically pure (+)-Fuligocandin A from L-proline has been achieved in 29% overall yield. The key step, one-pot reductive cyclodehydration of the chiral 2-nitrophenyl-1,3-dicarbonyl compound, proceeds with >98% retention of configuration

A new facile procedure for the preparation of pyrrolo[2,1-c][1,4]benzodiazepines : Synthesis of the antibiotic DC-81 and its thio analogue

An efficient synthesis of the imine form of the pyrrolo[2,1-c][1,4] benzodiazepine ring system based on a new reductive cyclization procedure is described. The naturally occuring antibiotic DC-81(5c) and its 5-thio analogue (7c) have also been synthesized to illustrate the usefulness of this methodology.