Patent · US Expired

Method for synthesizing epothilones and epothilone analogs

US6906188B2 · kind B2 · utility

14Cited by
4References
8Claims
0Family size

Assignee

Inventors

Key dates

Filing dateJan 29, 2003
Grant dateJun 14, 2005
Priority date
Expiry dateApr 20, 2023

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D417/06
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

A method for making epothilones and epothilone analogs is described, as are novel compounds made by the method. Exemplary novel compounds include those according to the formula: With respect the formula, G is selected from the group consisting of R2 substituents independently are selected from the group consisting of H and lower alkyl groups; Z is selected from the group consisting of the halogens and —CN; M is selected from the group consisting of O and NR3; R3 is selected from the group consisting of H, lower alkyl, R4CO, R4OCO, and R4SO2; R4 is selected from the group consisting of H, lower alkyl, and aryl; T is selected from the group consisting of CH2, CO, HCOH and protected derivatives thereof; W is H or OR; and X and Y independently are selected from the group consisting of O, NH, S, CO, and C. Embodiments of the method provide convenient access to analogs of the epothilones, such as those having alternate stereochemistry and those containing an ester, amide, thioester, or alkyne moieties in the macrocycle.

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