51432-65-6Relevant academic research and scientific papers
Polyhydroxylated azepanes as new motifs for DNA minor groove binding agents
Johnson, Heather A.,Thomas, Neil R.
, p. 237 - 241 (2007/10/03)
The synthesis of 1,3-bis-[3,4,5,6-tetrahydroxyazepane-N-p-phenoxy] and 1,3-bis-[3,4,5,6-tetrahydroxyazepane-N-p-benzyloxy] propanes is reported. These compounds have been prepared to investigate the potential of incorporating iminosugars as useful recognition elements in DNA minor groove binding agents. The compounds were shown to have very moderate binding affinities for DNA in thermal denaturation and ethidium bromide displacement assays when compared with propamidine. They were also found to possess some in vitro anticancer activity that did not correlate with their DNA binding affinity.
An efficient synthesis of (3R,4R)-O-isopropylidene-1,6-Hexanediol
Saravanan,Singh
, p. 1383 - 1388 (2007/10/03)
(3R,4R)-O-isopropylidene-1,6-Hexanediol 1 has been synthesized from a readily available D-mannitol derivative in few steps.
Highly Flexible Synthetic Routes to Functionalized Phospholanes from Carbohydrates
Yan, Yuan-Yong,RajanBabu
, p. 900 - 906 (2007/10/03)
Highly functionalized phospholanes 15, 17, and 26 and the corresponding diastereomers in which the configurations of the phospholane carbon-2 and carbon-5 are inverted can be readily prepared from D-mannitol by displacement of the appropriate dimesylate or cyclic sulfate with dilithium-phosphide reagents. The diols from which these ligands are prepared can also be converted into diarylphosphinite ligands. A route to related monophosphines bearing hemilabile tert-butylthio groups is also described. Complexes of these ligands and of related deprotected derivatives are potentially useful for enantioselective catalysis in organic and aqueous media.
SYNTHESIS OF DIEPOXIDES AND DIAZIRIDINES, PRECURSORS OF ENANTIOMERICALLY PURE α-HYDROXY AND α-AMINO ALDEHYDES OR ACIDS, FROM D-MANNITOL
Merrer, Yves Le,Dureault, Annie,Greck, Christine,Micas-Languin, Dominique,Gravier, Christine,Depezay, Jean-Claude
, p. 541 - 548 (2007/10/02)
Specific activations or protections of the hydroxyl groups of 3-4-O-isopropylidene-D-mannitol 2 followed by intramolecular SN2 reactions, lead to the chiral diepoxides 4 and 7 and to the chiral diaziridines 9 and 13 precursors of enantiomerically pure α-hydroxy and α-amino aldehydes or acids.
