FIELD: chemistry.
SUBSTANCE: invention relates to a process for the co-production of 1-alkylbicyclo[4.3.1]deca-2,4,8-triene-7,10-diols of general formula (1) and 6-alkylbicyclo[4.3.1]deca-2,4,8-triene-7,10-diols of general formula (2) or 1-phenylbicyclo[4.3.1]deca-2,4,8-triene-7,10-diol:
,,
which act as key precursors in the synthesis of the most important biologically active compounds: karyolans, fomoidrid B, vibsanins, nakafuran-9, florlides, pallestcissins C and D, exhibiting anti-HIV, anti-cancer and antibacterial activity. Method consists in that 7-alkylbicyclo[4.2.2]deca-2,4,7,9-tetraenes of the general formula (where R is as defined above) or 7-phenylbicyclo[4.2.2]deca-2,4,7,9-tetraene is reacted with m-chloroperbenzoic acid (m-CPBA), at the molar ratio of 7-alkylbicyclo[4.2.2]deca-2,4,7,9-tetraene or 7-phenylbicyclo[4.2.2]deca-2,4,7,9-tetraene : m-chloroperbenzoic acid = 10:(14–20), at a temperature of 0–40 °C, in dichloromethane for 3–15 hours.
EFFECT: suggested process according to the invention makes it possible to obtain the desired products in a yield of 38–82 %.
1 cl, 1 tbl, 10 ex
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Authors
Dates
2019-01-18—Published
2017-03-29—Filed