260417-86-5

Upstream product

• 29568-78-3 4,5-dimethoxy-2-nitrobenzoyl chloride 
• 260417-94-5 (2S,4R)-2-tert-butyldimethylsilyloxymethyl-4-hydroxypyrrolidine 
• 4998-07-6 4,5-dimethoxy-2-nitro-benzoic acid 
• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 
• 260417-93-4 benzyl (2S,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-4-hydroxypyrrolidine-1-carboxylate 
• 51-35-4 4R-4-hydroxyproline 
• 95687-41-5 (2S,4R)-N1-(benzyloxycarbonyl)-4-hydroxy-2-(hydroxymethyl)-pyrrolidine 
• 64187-48-0 methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate 

Downstream Products

• 637035-41-7 (5S)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-1-(4,5-dimethoxy-2-nitro-benzoyl)pyrrolidin-3-one 
• 260417-88-7 (2S)(4R)-N-[(2-Allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-hydroxypyrrolidine 
• 301838-55-1 {2-[(S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-eth-(E)-ylidene-pyrrolidine-1-carbonyl]-4,5-dimethoxy-phenyl}-carbamic acid allyl ester 
• 260417-89-8 (2S)-N-[(2-allyloxycarbonylamino)-4,5-dimethoxybenzoyl]-2-(tert-butyldimethylsilyloxymethyl)-4-oxopyrrolidine 
• 301838-62-0 {2-[(S)-4-Eth-(E)-ylidene-2-hydroxymethyl-pyrrolidine-1-carbonyl]-4,5-dimethoxy-phenyl}-carbamic acid allyl ester 
• 637035-46-2 (S)-allyl 2-(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate 
• 637035-43-9 (S)-5-((tert-butyldimethylsilyloxy)methyl)-1-(4,5-dimethoxy-2-nitrobenzoyl)-2,5-dihydro-1H-pyrrol-3-yl trifluoromethanesulfonate 
• 637035-47-3 (S)-allyl 2-(2-(hydroxymethyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrole-1-carbonyl)-4,5-dimethoxyphenylcarbamate 
• 637035-44-0 (S)-(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)(4,5-dimethoxy-2-nitrophenyl)methanone 
• 637035-45-1 (S)-(2-amino-4,5-dimethoxyphenyl)(2-((tert-butyldimethylsilyloxy)methyl)-4-(4-methoxyphenyl)-2,5-dihydro-1H-pyrrol-1-yl)methanone 
• 637035-48-4 (11S,11aS)-allyl 11-hydroxy-7,8-dimethoxy-2-(4-methoxyphenyl)-5-oxo-11,11a-dihydro-3H-pyrrolo[2,1-c][1,4]benzodiazepine-10(5H)-carboxylate 
• 689284-01-3 {2-[(2S,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4,5-dimethoxy-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester 
• 689284-02-4 {2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-4-oxo-pyrrolidine-1-carbonyl]-4,5-dimethoxy-phenyl}-carbamic acid 2,2,2-trichloro-ethyl ester 
• 689284-03-5 [2-((S)-2-Hydroxymethyl-4-oxo-pyrrolidine-1-carbonyl)-4,5-dimethoxy-phenyl]-carbamic acid 2,2,2-trichloro-ethyl ester 

Relevant academic research and scientific papers

A novel approach to the synthesis of cytotoxic C2-C3 unsaturated pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) with conjugated acrylyl C2-substituents

A concise synthesis of three novel C2-C3 unsaturated pyrrolo[2,1-c][1,4] benzodiazepine analogues (18-20) containing conjugated acrylyl C2-substituents is reported that utilises Heck coupling to install the C2-acrylyl side chains. These analogues possess

Synthesis of a novel C2-aryl substituted 1,2-unsaturated pyrrolobenzodiazepine.

A novel C2-aryl 1,2-unsaturated PBD (14) has been prepared via an enol triflate intermediate (8). The regiochemistry of triflation is dependent upon the point at which the reaction is performed during the synthetic route.

Pyrrolobenzodiazepines

Compounds of the formulae Ia and Ib: wherein:A is CH2, or a single bond;R2 is selected from: R, OH, OR, CO2H, CO2R, COH, COR, SO2R, CN;R6, R7 and R9 are independently selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn;and R8 is selected from H, R, OH, OR, halo, amino, NHR, nitro, Me3Sn, where R is as defined above, or the compound is a dimer with each monomer being the same or different and being of formula Ia or Ib, where the R8 groups of the monomers form together a bridge having the formula -X-R'-X- linking the monomers, where R' is an alkylene chain containing from 3 to 12 carbon atoms, which chain may be interrupted by one or more hetero-atoms and/or aromatic rings and may contain one or more carbon-carbon double or triple bonds, and each X is independently selected from O, S, or N; except that in a compound of formula Ia when A is a single bond, then R2 is not CH=CH(CONH2) or CH=CH(CONMe2). Other related compounds are also disclosed.

Effect of C2-exo unsaturation on the cytotoxicity and DNA-binding reactivity of pyrrolo[2,1-c][1,4]benzodiazepines

A series of novel C2-exo unsaturated pyrrolo[2,1-c][1,4]benzodiazepines (PBDs) has been synthesised via a versatile pro-C2 ketone precursor. C2-exo-unsaturation enhances both DNA-binding reactivity and in vitro cytotoxic potency. (C) 2000 Elsevier Science Ltd. All rights reserved.