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ChemicalBook CAS DataBase List (2RS,3RS)-1-CHLOROACETYLAMINO-3-(2-ETHOXYPHENOXY)-2-HYDROXY-3-PHENYLPROPANE

(2RS,3RS)-1-CHLOROACETYLAMINO-3-(2-ETHOXYPHENOXY)-2-HYDROXY-3-PHENYLPROPANE synthesis

3synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 6 steps
1: KOH / methanol / 20 h / Ambient temperature
2: SOCl2 / 16 h / Ambient temperature
3: LiAlH(O-tBu)3 / bis-(2-methoxy-ethyl) ether / 0.5 h / -60 °C
4: 1.) Na2S2O5; 2.) KCN / 1.) H2O, EtOH, 16 h, 55 deg C; 2.) H2O, EtOH, 7 h, reflux
5: LiAlH4 / diethyl ether; tetrahydrofuran / also with BH3; 1.) 16 h, RT; 2.) 1 h, 40 deg C
6: Et3N / CH2Cl2 / 0.5 h / -5 °C

References:

Melloni;Carniel;Della Torre;et al. [European Journal of Medicinal Chemistry,1984,vol. 19,# 3,p. 235 - 242]