PROCESS FOR PREPARATION OF MK-7 TYPE OF VITAMIN K2

Process for preparation of MK-7 type of vitamin K2 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 mono...

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Hauptverfasser: MORZYCKI, JACEK, WINIARSKI, JERZY, KUTNER, ANDRZEJ, KRAJEWSKI, KRZYSZTOF, KUBISZEWSKI, MAREK, WITKOWSKI, STANISLAW, GUTOWSKA, JADWIGA, NAPIORKOWSKI, MAREK, DZIKOWSKA, JADWIGA, BAJ, ANETA, WALEJKO, PIOTR, JEDYNAK, LUKASZ
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creator MORZYCKI, JACEK
WINIARSKI, JERZY
KUTNER, ANDRZEJ
KRAJEWSKI, KRZYSZTOF
KUBISZEWSKI, MAREK
WITKOWSKI, STANISLAW
GUTOWSKA, JADWIGA
NAPIORKOWSKI, MAREK
DZIKOWSKA, JADWIGA
BAJ, ANETA
WALEJKO, PIOTR
JEDYNAK, LUKASZ
description Process for preparation of MK-7 type of vitamin K2 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.
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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. 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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. 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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.</abstract><oa>free_for_read</oa></addata></record>
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
title PROCESS FOR PREPARATION OF MK-7 TYPE OF VITAMIN K2
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