反应详情

温度

0 °C

A 50-mL round-bottomed flask was cooled to 0° C. and charged with 6-(benzyloxy)-8-((R)-piperazin-2-ylmethyl)-3-oxa-8-azabicyclo[3.2.1]octane trihydrochloride (endo) (700 mg, 1.64 mmol, Example 79, Step 3), triethylamine (1.14 mL, 8.20 mmol) and CH2Cl2 (10 mL). This was followed by thiophene-2-sulfonyl chloride (300 mg, 1.64 mmol, Sigma-Aldrich, St. Louis, Mo.) as a solution in CH2Cl2 (5 mL). After 10 min, the reaction was concentrated onto silica gel and purified via column chromatography (40 g silica gel, 0 to 10% MeOH in CH2Cl2) to give 6-(benzyloxy)-8-(((2S)-4-(2-thiophenylsulfonyl)-2-piperazinyl)methyl)-3-oxa-8-azabicyclo[3.2.1]octane (endo) (250 mg) as a mixture of two isomers.

1. concentrationthe reaction was concentrated onto silica gel
2. custompurified via column chromatography (40 g silica gel, 0 to 10% MeOH in CH2Cl2)