2-Furanmethanethiol → (S)-3-tert-butoxycarbonylamino-1-furfurylthio-2-heptanone

Participants

Reaction Steps

6.54 g of (S)-3-tert-butoxycarbonylamino-l-chloro-2-heptanone and 3.11 g of furfuryl mercaptan were dissolved in 200 ml of tetrahydrofuran, to which 13 ml solution of 2N sodium hydroxide was added. The reaction solution was stirred at a room temperature for 17 hours and a sodium hydrogencarbonate solution was then added thereto. The solution was extracted with ethyl acetate. The extracted solution was washed with a saturated sodium chloride solution and dried over magnesium sulfate, which was then filtered, concentrated and purified by the silica gel column chromatography (eluent: 10% ethyl acetate containing hexane). The object of 7.82 g was obtained.

Provenance & Evidence