반응 #169951

반응 방정식

(2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid

→

title compound

수율 90.6%

(2 S ,45)-tert-butyl 4-fluoro-2-(hydroxymethyl)pyrrolidine-1-carboxylate

수율 90.6%

용매

THF

반응 조건

후처리

1. 1
   기타then quenched with MeOH
2. 2
   농축concentrated under reduced pressure
3. 3
   기타The residue was purified by column chromatography

실험 절차

A solution of (2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (500 mg, 2.14 mmol) in THF (15 mL) was treated with a 1N solution of BH3-THF complex (4.29 mL, 4.29 mmol). The mixture was stirred at ambient temperature for 12 hours then quenched with MeOH and concentrated under reduced pressure. The residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-100% ethyl acetate in hexanes) to afford the title compound (425 mg, 90%). MS (DCI/NH3) m/z 220 (M+H)+.

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