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Synthesen in der Polymyxin-Reihe. 4. Mitteilung. Synthese des cyclischen Decapeptids 8γ

✍ Scribed by K. Vogler; R. O. Studer; W. Lergier; P. Lanz

Publisher
John Wiley and Sons
Year
1960
Tongue
German
Weight
571 KB
Volume
43
Category
Article
ISSN
0018-019X

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✦ Synopsis

The structure of solanesol has been confirmed by total synthesis starting from trans-geranylacetone. By six successive isoprenoid extensions via the tertiary acetylene carbinols, partial hydrogenation of the triple bond, transformation into the primary bromide and acetoacetic ester synthesis, the all-trans-C,, ketone has been obtained. This has been converted into the primary C,,bromide by the above procedure and then transformed into solanesol by treatment with potassium acetate and subsequent saponification.

Vitamin K, (401, ubiquinone (35) and ubiquinone (40) have been prepared by synthesis from the appropriate tertiary isoprenoid alcohols.

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