Reaktion #1251342
ord-7817aae2d3c5454cabe4ec4bbb21c11c
Reaktionsgleichung
Edukte
Reagenzien
Keine
Reaktionsbedingungen
Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1workup.STIRRINGthe mixture was stirred at room temperature for 5 hours
- 2EinengenThe reaction mixture was concentrated under reduced pressure
- 3SonstigeThe residue was purified by recrystallization from acetonitrile
Vorschrift
To a solution of 98 mg of (13E)-(6RS,9α,11α,15S)-6,9-epithio-11,15-dihydroxyprost-13-enoic acid (prepared as described in Example 2) and 52 μl of triethylamine in 3 ml of acetone was added 49 μl of isobutyl chloroformate at 0° C., and the mixture was stirred at 0° C. for 30 minutes. To it were added 1.4 ml of pyridine and 202 mg of 4-hydroxybenzaldehyde semicarbazone at ambient temperature, and the mixture was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure. The residue was purified by recrystallization from acetonitrile to give 29.5 mg of the title compound having the following physical characteristics: melting point: 90°-91° C.;