반응 #797060

반응 방정식

(R)-4-(6-Heptyloxy-quinazolin-2-yl)-4-methyl-oxazolidin-2-one

ethanol

lithium hydroxide

→

desired product

수율 57.0%

(R)-2-Amino-2-(6-heptyloxyquinazolin-2-yl)propan-1-ol

수율 57.0%

용매

water

반응 조건

후처리

1. 1
   기타All solvent was removed
2. 2
   추출The solid was extracted with DCM
3. 3
   기타was purified via chromatography (SiO2, 4 g, 0-100% (10% of MeOH with 2N ammonia in DCM and DCM)

실험 절차

(R)-4-(6-Heptyloxy-quinazolin-2-yl)-4-methyl-oxazolidin-2-one (40.0 mg, 0.000116 mol) was dissolved in ethanol (2 mL, 0.03 mol), followed by 4 M lithium hydroxide in water (1 mL). The reaction mixture was then heated at 80° C. for 2 hours. All solvent was removed. The solid was extracted with DCM, and was purified via chromatography (SiO2, 4 g, 0-100% (10% of MeOH with 2N ammonia in DCM and DCM) to give the desired product (21 mg, 57%). 1H NMR (CHLOROFORM-d) δ: 9.25 (s, 1H), 7.87 (d, J=9.0 Hz, 1H), 7.49 (dd, J=9.7, 2.4 Hz, 1H), 7.08 (d, J=2.5 Hz, 1H), 6.60 (br. s., 3H), 4.26 (d, J=11.8 Hz, 1H), 4.17 (d, J=11.8 Hz, 1H), 4.06 (t, J=6.7 Hz, 2H), 1.81-2.00 (m, 4H), 1.77 (s, 3H), 1.43-1.61 (m, 2H), 1.20-1.43 (m, 4H), 0.84-1.01 (m, 3H). MS (ES, M+1): 318.30.

출처