تفاعل #88519

معادلة التفاعل

piperidin-4-yl-carbamic acid tert-butyl ester

oxetanone

sodium triacetoxyborohydride

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title compound

المردود 67.0%

(1-Oxetan-3-yl-piperidin-4-yl)-carbamic acid tert-butyl ester

المردود 67.0%

المذيبات

DCE

DCE

ظروف التفاعل

المعالجة

1. 1
   workup.WAITAfter 20 hours at ambient temperature
2. 2
   غسيلwas washed with methanol

الإجراء التجريبي

To a suspension of piperidin-4-yl-carbamic acid tert-butyl ester (200 mg, 1.0 mmol) in DCE (6 mL) was added oxetanone (60 mg, 0.83 mmol) in DCE (2 mL). After 75 min, sodium triacetoxyborohydride (282 mg, 1.33 mmol) was added in one portion. After 20 hours at ambient temperature, the reaction mixture was loaded directly onto a 5 g SCX-2 cartridge which was washed with methanol, then 2N ammonia in methanol. Concentration of the combined basic fractions in-vacuo followed by flash chromatography of the resultant residue (silica, 5 g column, Si-SPE, 0-10% methanol in dichloromethane) afforded the title compound as a white solid (141 mg, 67%). 1H NMR (300 MHz, CDCl3): 4.62-4.61 (m, 4H), 4.44 (s, 1H), 3.46-3.45 (m, 2H), 2.67 (d, J=10.9 Hz, 2H), 2.02-1.88 (m, 4H), 1.44 (s, 9H).

المصدر