57320-51-1Relevant academic research and scientific papers
4-[-(Alkoxy or polyhaloalkoxy)-benzamido]cyclohexanones
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, (2008/06/13)
3-R-3-(Ac2 NH)-9-R'-9-(Ac1 NH)-1,5-dioxaspiro[5.5]undecane (I), where R and R' are each hydrogen or lower-alkyl, Ac1 is lower-alkanoyl or 4-Q1 -benzoyl and Ac2 is 4-Q2 -benzoyl where Q1 and Q2 each is lower-alkoxy or polyhalo-lower-alkoxy, are antifertility agents. The compounds are prepared by di-acylating 3-R-9-R'-1,5-dioxaspiro[5.5]undecan-3,9-diamine (II) or mono-acylating 9-(Ac1 NH)-3-R-9-R'-1,5-dioxaspiro[5.5]undecan-3-amine (IV). IV and II are prepared by oxidizing 4-(Ac1 NH)-4-R'-cyclohexanol (VI) to produce 4-(Ac1 NH)-4-R'-cyclohexanone (VII), reacting VII with 2-NO2 -2-R-1,3-propanediol to produce 3-R-3-NO2 -9-(Ac1 NH)-9-R'-1,5-dioxaspiro[5.5]undecane (VIII), reducing VIII to produce the corresponding 3-amine (IV) and hydrolyzing IV to the corresponding 3,9-diamine (II). Methods of preparing VI are shown.
