Patent · US Expired

Preparation of 7-(diphenylmethyl)oxy-9A-methoxymitosane

US5175303A · kind A · utility

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7References
8Claims
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Assignee

Inventors

Key dates

Filing dateSep 27, 1991
Grant dateDec 29, 1992
Priority date
Expiry dateSep 27, 2011

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D487/14
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

7-(Diphenylmethyl)oxy-9a-methoxymitosane is a novel intermediate for conversion into 7-amino and 7-oxy-9a-methoxymitosanes and is also useful for inhibiting mammalian tumor growth. The compound is prepared by reacting 7-hydroxy-9a-methoxymitosane with diazodiphenylmethane. In a preferred reaction, the compound is prepared from mitomycin C via 7-hydroxy-9a-methoxymitosane without drying (water removal). The intermediate is advantageously converted to the very effective anti-tumor agent 7-[2-(4-nitrophenyldithio) ethylamino]-9a-methoxymitosane in unexpectedly high yields using a two step process where the first step constitutes conversion to 7-[2-(2-pyridyldithio) ethylamino]-9a-methoxymitosane. or 7-[2-(3-nitro-2-pyridyldithio)ethylamino]-9a-methoxymitosane.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.