Method and intermediate compounds for the preparation of menaquinone MK-7
AssigneeVitasynth Sp. Z.O.O
InventorsAndrzej Krukowski, Konrad Zielinski
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Abstract
The invention relates to a method and intermediate compounds for the preparation of menaquinone MK-7. The method for the preparation of menaquinone MK-7 is characterized in that, it comprises coupling of a compound of formula (11) with a compound of formula (17) in the presence of a base, to obtain a compound of formula (18), which is subjected to desulfonylation reaction in the presence of a palladium catalyst, to obtain a compound of formula (19), which is subjected to oxidation reaction, to obtain menaquinone MK-7. The invention also relates to compound (8), preferably in a crystalline form, which is a convenient intermediate compound for the preparation of menaquinone MK-7.
Claims15
A method for preparation of a menaquinone of formula (20)
- characterized in that, the method comprises coupling a compound of formula (11)
- with a compound of formula (17)
- in the presence of a base, to obtain a compound of formula (18)
- which is subjected to desulfonylation reaction in the presence of a palladium catalyst, to obtain a compound of formula (19)
- which is subjected to oxidation reaction, to obtain the menaquinone of formula (20), wherein R1 and R2 are independently selected from the group consisting of —C1-6-alkyl, —(CH2)n-O—C1-6-alkyl and benzyl, and wherein n is 1 or 2, wherein X is selected from the group consisting of Br, Cl, and I, wherein both R3 and R4 are hydrogen, or one from R3 and R4 is hydrogen and the second is phenylsulfonyl group.
A compound of formula (8)
A compound of formula (11)
- wherein R1 and R2 are independently selected from the group consisting of —C1-6-alkyl, —(CH2)n-O—C1-6-alkyl or benzyl, and wherein n is 1 or 2.
A compound of formula (19)
- wherein R1 and R2 are independently selected from the group consisting of —C1-6-alkyl, —(CH2)n-O—C1-6-alkyl or benzyl, wherein n is 1 or 2,
- wherein for R1 selected from the group consisting of —C1-6-alkyl, —(CH2)n-O—C1-6-alkyl and benzyl, R2 is —(CH2)n-O—C1-6-alkyl,
- wherein for R2 selected from the group consisting of —C1-6-alkyl, —(CH2)n-O—C1-6-alkyl and benzyl, R1 is —(CH2)n-O—C1-6-alkyl.
Dependencies are inferred from the claim text.