5307-52-8Relevant academic research and scientific papers
8-Methoxypsoralen-Nucleic Acid Photoreaction. Effect of Methyl Substitution on Pyrone vs. Furan Photoaddition
Kanne, David,Rapoport, Henry,Hearst, John E.
, p. 531 - 534 (2007/10/02)
We have synthesized a series of 8-methoxypsoralens in which methyl and hydrogen are systematically varied at the 4- and 5'-positions.Analysis of the products resulting from the photoaddition of these four psoralens with the nucleic acid poly(dA-dT) reveals that the product distribution depends on the presence or absence of a 4-methyl substituent.Compounds with the 4-methyl group show an overwhelming preference (ca.98percent) for addition to the furan double bond, while compounds without the 4-methyl show a substantial amount (ca.18percent) of addition to the pyrone double bond.
Process for making α-loweralkylfurocoumarins
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, (2008/06/13)
α-Loweralkylfurocoumarins are produced by forming a β-haloalk-2-enyl, e.g., β-haloallyl, ether of a hydroxycoumarin having an active hydrogen in the position ortho to the hydroxy group, and heating the formed ether, preferably in dimethylaniline or like basic amine solvent. An abnormal Claisen rearrangement produces a novel o-hydroxy-(β-haloalk-2-enyl) coumarin intermediate which can be dehydrohalogenated directly without isolation to the desired α-loweralkylfurocoumarin, e.g., α-methylfurocoumarin.
8-Methoxypsoralen derivatives
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, (2008/06/13)
The invention relates to synthetic processes to produce the known pharmacologically active 8-methoxypsoralen and derivatives thereof. Also disclosed are various novel intermediates utilized in these processes.
