PROCESS FOR PREPARATION OF MK-7 TYPE OF VITAMIN K2

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 prot...

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Hauptverfasser: DZIKOWSKA, Jadwiga, WITKOWSKI, Stanislaw, JEDYNAK, Lukasz, GUTOWSKA, Regina, WINIARSKI, Jerzy, KRAJEWSKI, Krzysztof, KUBISZEWSKI, Marek, WALEJKO, Piotr, KUTNER, Andrzej, MORZYCKI, Jacek, NAPIÓRKOWSKI, Marek, BAJ, Aneta
Format: Patent
Sprache:eng ; fre ; ger
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ACYCLIC OR CARBOCYCLIC COMPOUNDS
CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
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creator DZIKOWSKA, Jadwiga
WITKOWSKI, Stanislaw
JEDYNAK, Lukasz
GUTOWSKA, Regina
WINIARSKI, Jerzy
KRAJEWSKI, Krzysztof
KUBISZEWSKI, Marek
WALEJKO, Piotr
KUTNER, Andrzej
MORZYCKI, Jacek
NAPIÓRKOWSKI, Marek
BAJ, Aneta
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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