반응 #85653

반응 방정식

(R)-benzyl 2-((S)-2-oxooxazolidin-4-yl)propanoate

→

(R)-2-((S)-2-oxooxazolidin-4-yl)propanoic acid

수율 92.1%

용매

THF

반응 조건

후처리

1. 1
   여과The mixture was filtered through a plug of celite
2. 2
   세척rinsed several times with THF
3. 3
   농축The filtrate was concentrated under reduced pressure

실험 절차

To a solution of (R)-benzyl 2-((S)-2-oxooxazolidin-4-yl)propanoate (1.99 g, 7.98 mmol) in THF (18.7 mL) was added Pd/C (10% wt., Degussa; 0.425 g). The mixture was stirred under hydrogen atmosphere (balloon) at room temperature for 4 hr. The mixture was filtered through a plug of celite and rinsed several times with THF. The filtrate was concentrated under reduced pressure providing (R)-2-((S)-2-oxooxazolidin-4-yl)propanoic acid (1.17 g) as a white solid, which was directly used without further purification. MS m/z 160.0 (M+H)+; Rt-0.26 min. 1H NMR (400 Mhz, CD3OD) δ ppm 4.53-4.47 (m, 1H), 4.26 (dd, J=5.7, 9.1 Hz, 1H), 4.13 (td, J=6.0, 8.8 Hz, 1H), 2.69-2.61 (m, 1H), 1.18 (d, J=7.2 Hz, 3H).

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