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Synthese und Isolierung von Vitamin K 2 und isoprenologen Verbindungen
Author(s) -
Isler O.,
Rüegg R.,
ChopardditJean L. H.,
Winterstein A.,
Wiss O.
Publication year - 1958
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.660410323
Subject(s) - chemistry , isoprene , vitamin , stereochemistry , vitamin k2 , vitamin k , fish <actinopterygii> , vitamin c , terpenoid , organic chemistry , biochemistry , medicine , fishery , copolymer , biology , polymer
The structure of vitamin K 2 , m. p. 54°, is established as 2‐methyl‐3‐all‐ trans ‐farnesylgeranylgeranyl‐1,4‐naphtoquinone by total synthesis and comparison of the synthetic compound with vitamin K 2 from putrefied fish meal. It contains a terpenoid side chain of an odd number of seven isoprene units with 7×5 = 35 C‐atoms. In addition, a second vitamin K factor isolated from putrefied fish meal, m. p. 50°, is identified as 2‐methyl‐3‐all‐ trans farnesylfarnesyl‐1,4‐naphtoquinone by comparison with a synthetic sample. Moreover eight other compounds of the vitamin K 2 series have been synthesized.
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