175409-49-1

Upstream product

• 67-56-1 methanol 
• 176387-47-6 (S)-1-(4-Hydroxy-5-methoxy-2-nitro-benzoyl)-pyrrolidine-2-carboxylic acid 
• 2133-40-6 L-proline methyl ester monohydrochloride 
• 182277-06-1 4-Hydroxy-5-methoxy-2-nitro-benzoyl chloride 
• 140647-01-4 4-hydroxy-5-methoxy-2-nitrobenzoic acid 
• 140646-99-7 (S)-methyl 1-(4-(benzyloxy)-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylate 
• 60547-92-4 4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid 
• 64154-78-5 4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride 
• 121-34-6 3-methoxy-4-hydroxybenzoic acid 
• 1486-53-9 4-(benzyloxy)-3-methoxybenzoic acid 
• 64154-79-6 (2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylic acid 

Downstream Products

• 175409-51-5 (S)-1-(4-Hydroxy-5-methoxy-2-nitro-benzoyl)-pyrrolidine-2-carbaldehyde 
• 182277-11-8 (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 169258-72-4 C₃₂H₃₈N₄O₁₄ 
• 169258-71-3 C₃₁H₃₆N₄O₁₄ 
• 482378-37-0 1-{4-[4-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-butoxy]-5-methoxy-2-nitro-benzoyl}-pyrrolidine-2-carboxylic acid methyl ester 
• 482378-38-1 1-{4-[5-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-pentyloxy]-5-methoxy-2-nitro-benzoyl}-pyrrolidine-2-carboxylic acid methyl ester 
• 482378-36-9 1-{4-[3-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-propoxy]-5-methoxy-2-nitro-benzoyl}-pyrrolidine-2-carboxylic acid methyl ester 
• 476015-20-0 (2S)-N-{4-[methyl-(2S)-N-(5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylate-4-yloxy]octyloxy-5-methoxy-2-nitrobenzoyl}pyrrolidine-2-carboxaldehyde diethyl thioacetal 
• 757190-07-1 methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminoethoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate 
• 757190-08-2 methyl (2S)-N-[4-(N-t-butoxycarbonyl)aminopropoxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate 
• 123355-42-0 8-Hydroxy-7-methoxy-1,2,3,11a-tetrahydro-benzo[e]pyrrolo[1,2-a][1,4]diazepin-5-one 
• 176387-49-8 (S)-1-(4-Hydroxy-5-methoxy-2-nitro-thiobenzoyl)-pyrrolidine-2-carbothioaldehyde 
• 166451-19-0 (S)-1-(2-Azido-4-hydroxy-5-methoxy-benzoyl)-pyrrolidine-2-carbaldehyde 
• 81307-24-6 (11aS)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one 

Relevant academic research and scientific papers

Design, synthesis, and evaluation of new noncross-linking pyrrolobenzodiazepine dimers with efficient DNA binding ability and potent antitumor activity

New sequence selective mixed imine-amide pyrrolobenzodiazepine (PBD) dimers have been developed that are comprised of DC-81 and dilactam of DC-81 subunits tethered to their C8 positions through alkanedioxy linkers (comprised of three to five and eight car

Design and synthesis of C-8 linked pyrrolobenzodiazepine-naphthalimide hybrids as anti-tumour agents

The facile synthesis of C-8 linked pyrrolobenzodiazepine-naphthalimide hybrid analogues is described. The compounds are prepared with varying degrees of linker length in order to probe the structural requirements for optimal in vitro anti-tumour activity. Some of these new hybrid compounds showed higher cytotoxic activity than the existing natural and synthetic pyrrolo[2,1-c][1,4]benzodiazepines.

Synthesis of novel non-cross-linking pyrrolobenzodiazepines with remarkable DNA binding affinity and potent antitumour activity

Mixed imine-amide pyrrolobenzodiazepine dimers have been prepared which exhibit potent antitumour activity and have significant DNA binding affinity; one of them, 1c, has been shown to cause a remarkable rise in the melting temperature of calf thymus DNA.

An efficient synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics via reductive cyclization

A new and convenient one-pot synthesis of pyrrolo[2,1-c][1,4]benzodiazepine (PBD) ring system has been achieved by a reductive cyclization employing N,N-dimethylhydrazine and FeCl3.6H2O in good yields.

Synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics: Oxidation of cyclic secondary amine with TPAP

A facile procedure for the preparation of the imine form of the pyrrolo(2,1-c][1,4]-benzodiazepine ring system by the oxidation of eyelid secondary amine with catalytic amounts of tetra-n-propylammonium perruthenate (TPAP) and N-methylmorpholine N-oxide (NMO) as a co-oxidant is described. This oxidative method is devoid of side-products and is thus a significant improvement over the Swern oxidation previously reported.

A new route for the synthesis of pyrrolo[2,1-c][1,4]benzodiazepine antibiotics via oxidation of cycle secondary amine

The synthesis of the imine-containing pyrrolo[2,1-c][1,4]benzodiazepine DNA-binding antitumour antibiotics was achieved by a new method of oxidation of cyclic secondary amines which does not endanger the stereochemical integrity of the C-11a position.

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.

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.