51596-11-3Relevant academic research and scientific papers
Regeneration of the Milbemycin's C2-C4 Structural Arrangement from Δ2-Milbemycin
Naito, Satoru,Owatari, Yuka,Saito, Akio
, p. 7797 - 7800 (1994)
An efficient methodology for converting Δ2-milbemycin A4 to milbemycin A4 is described, whereby the Δ2-isomer is initially converted to the C2 epimer which in turn is epimerized at C2 to its natural configuration.The key transformation is a Dess-Martin type oxidation at C5 of the C2 epimer in order to enhance the stability of the Δ3-double bond and facilitate epimerization.
Composition for controlling parasites in productive livestock
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, (2008/06/13)
Novel 13-spiro-2'-[tetrahydrofuran]-milbemycins of the formula I STR1 in which X represents one of the groups --CH(OR1)--, --C(=O)-- or --C(=N--OH)--; R1 represents hydrogen or a OH-protecting group; R2 represents methyl, ethyl, isopropyl or sec.-butyl or the group --C(CH3)=CH--A in which A represents methyl, ethyl or isopropyl; and R3 represents hydrogen; C1 -C10 -alkyl; C1 -C10 -alkyl substituted by at least one substituent selected from the group consisting of halogen, C1 -C6 -alkoxy, C2 -C6 -alkoxyalkoxy C3 -C9 -alkoxyalkoxyalkoxy, C1 -C6 -alkylthio, C3 -C7 -cycloalkyl, C1 -C3 -alkyl-substituted C3 -C7 -cycloalkyl, hydroxy, benzyloxy, C1 -C6 -acyl and C1 -C6 -acyloxy, it being possible for each of the above-mentioned radicals representing or containing an alkoxy group to be terminally substituted at a terminal alkoxy group by hydroxy, halogen, C1 -C6 -acyl or by C1 -C6 -acyloxy; C3 -C7 -cycloalkyl; C3 -C7 -cycloalkyl substituted by at least one substituent selected from the group consisting of halogen and C1 -C3 -alkyl; C3 -C7 -cycloalkenyl; C2 -C10 -alkenyl; C2 -C10 -alkynyl; a radical selected from the group consisting of C2 -C10 -alkenyl and C2 -C10 -alkynyl, which radical is substituted by halogen, C1 -C6 -alkoxy or by C1 -C6 -acyloxy; 1-adamantylmethyl; menthyl; carveyl; phenyl; benzyl; napthyl; a radical selected from the group consisting of phenyl, benzyl and naphthyl, which radical is substituted by at least one substituent selected from the group consisting of halogen, C1 -C3 -alkyl, C1 -C3 -haloalkyl, C1 -C3 -alkoxy, C1 -C3 -haloalkoxy, C1 -C3 -alkylthio, nitro and cyano; benzyl substituted by a phenoxy group; or a four- to six-membered heterocyclic radical that has from one to three hetero atoms selected from the group consisting of oxygen, sulphur and nitrogen and that is unsubstituted or is substituted by at least one substituent selected from the group consisting of halogen, C1 -C3 -alkyl, C1 -C3 -haloalkyl, C1 -C3 -alkoxy, C1 -C3 -haloalkoxy, C1 -C3 -alkylthio, nitro and cyano, it being possible for the said heterocyclic radical also to be bonded via a C1 -C6 -alkylene bridge to the oxygen atom in the 5'-position of the tetrahydrofuran ring, their preparation and their use against parasites in productive livestock and against insect pests, are described.
14- and 15-hydroxy milbemycin derivatives for controlling plant and animal parasites
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, (2008/06/13)
Milbemycin derivatives of the formula I STR1 wherein A has the structure STR2 or the structure STR3 X is either --CH(OR1)-- or --CO--, R1 is hydrogen, a silyl group or an acyl group, and R2 is methyl, ethyl, isopropyl or sec-butyl, can be prepared by singulett oxygen oxidation of the milbemycin derivatives of the formula II herein, wherein X and R2 have the above meanings, and subsequent reduction of the 15- and 14-peroxides obtained as intermediates. Compounds of the formula I can be prepared as such or in the form of compositions for controlling endo- and ectoparasites, in particular nematodes which are parasites of animals.
