Process for preparation of NK-7 type of vitamin K2

The invention relates to a process for preparation of MK-7 type of vitamin K2. The method is characterized by attaching hexaprenyl chain of ''all-trans'' configuration to monoprenyl derivative of menadiol following ''1 + 6'' synthetic strategy. According to th...

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Hauptverfasser: WALEJKO PIOTR, DZIKOWSKA JADWIGA, WITKOWSKI STANISLAW, KUBISZEWSKI MAREK, KRAJEWSKI KRZYSZTOF, GUTOWSKA JADWIGA, WINIARSKI JERZY, BAJ ANETA, NAPIORKOWSKI MAREK, MORZYCKI JACEK, JEDYNAK LUKASZ, KUTNER ANDRZEJ
Format: Patent
Sprache:eng
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Zusammenfassung:The invention relates to a process for preparation of MK-7 type of vitamin K2. The method is characterized by attaching hexaprenyl chain of ''all-trans'' configuration to monoprenyl derivative of menadiol following ''1 + 6'' synthetic strategy. According to the invention, a-sulfonyl carbanion generated in situ from the protected monoprenyl menadiol of the formula (II), wherein R1 represents C1-3-alkyl group, is reacted with hexaprenyl halide of the formula (VII), wherein X represents halogen atom, preferably bromine, both Z' and Z' represent H or one of Z' and Z'' represents H and the other represents phenylsulfonyl group -SO2Ph in the alkylation reaction. The hexaprenyl halide of formula (VII) is obtained by coupling two triprenyl units in alkylation reaction, with or without separation of the intermediates.