214416-11-2Relevant academic research and scientific papers
Synthesis of pyrrolobenzodiazepines via the PIFA oxidation of amines. Synthesis of 8-deoxy DC-81
Kraus, George A.,Melekhov, Alex
, p. 11749 - 11754 (1998)
PIFA can be used to introduce the imine moiety into a precursor to the pyrrolobenzodiazepines in 62% yield. This oxidation completes an efficient four-step synthesis of 8-deoxy DC-81.
Conversion of amines to imines employing Polymer-Supported Sulfoxide (PSS) and Polymer-Supported Perruthenate (PSP): Synthesis of pyrrolo[2,1-c][1,4] benzodiazepines
Kamal, Ahmed,Devaiah,Laxma Reddy,Shankaraiah
, p. 249 - 254 (2007/10/03)
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.
Pyrrolobenzodiazepines
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Page 64, 118, (2010/11/29)
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.
