Piperazine → HCID 14988910, compound

Participants

Reaction Steps

A mixture of 6-hydroxy-5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]octane (400 mg), p-nitrophenyl chloroformate (570 mg) and pyridine (1.37 ml) in dichloromethane (6 ml) was stirred for 3 hours at ambient temperature and then piperazine (1.0 g) was added thereto. After stirring at ambient temperature for half an hour, the mixture was treated with ethanesulfonyl chloride (183 mg). The reaction mixture was stirred for 15 minutes at 0° C. and for 3 hours at ambient temperature. The resulting mixture was diluted with diethyl ether and washed with 1N HCl, 1N NaOH and brine. The organic layer was dried and concentrated in vacuo to give a crude oil which was purified by silica gel column chromatography to yield 6-[4-(ethanesulfonyl)piperazin-1-ylcarbonyloxy]-5-methoxy-4-[2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2,5]octane as crystal.

Provenance & Evidence