반응 #612759

반응 방정식

(1R,2R)-2-Amino-3-fluoro-1-(4-iodo-phenyl)-propan-1-ol

NaN3

L-proline

K2CO3

→

crude title compound

수율 84.4%

(1R,2R)-2-Amino-1-(4-azido-phenyl) -3-fluoro-propan-1-ol

수율 84.4%

용매

water

dimethylsulfoxide water

반응 조건

후처리

1. 1
   기타resulting
2. 2
   기타reaction mixture
3. 3
   추출extracted with ethylacetate
4. 4
   세척washed with excess of water and brine
5. 5
   건조Organic layer dried over sodium sulphate and solvent
6. 6
   기타is evaporated in vacuo

실험 절차

To the stirred solution of (1R,2R)-2-Amino-3-fluoro-1-(4-iodo-phenyl)-propan-1-ol (1 g, 3.38 mmol) in dimethylsulfoxide: water (9:1, 10 mL) is added NaN3 (0.26 g, 3.99 mmol), Na-ascorbate (0.1 g, 0.50 mmol), CuSO4.5H2O (0.17 g, 0.68 mmol), L-proline (78 mg, 0.67 mmol), K2CO3 (93 mg 0.67 mmol) and resulting reaction mixture heated to 60° C. for 5 hours. Diluted with cold water and extracted with ethylacetate and washed with excess of water and brine. Organic layer dried over sodium sulphate and solvent is evaporated in vacuo to get the crude title compound (0.6 g, crude), used as such in next step. LC-MS (m/z): [M+H]=211.2.

출처