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Ethanone, 1-[2-hydroxy-3-[(3S,4R)-3-hydroxy-1-methyl-4-piperidinyl]-4,6-dimethoxyphenyl]- synthesis

3synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 3 steps
1.1: 76 percent / dibenzoyl-D-tartaric acid / methanol / 25 - 85 °C
2.1: 56 percent / DIBAL-H / CH2Cl2 / 3.5 h / -78 °C
3.1: BF3*Et2O / CH2Cl2 / 20 °C
3.2: 82.6 percent / 20percent aq. KOH / methanol / 48 h

References:

Kim;Sack;Tokarski;Qian;Chao;Leith;Kelly;Misra;Hunt;Kimball;Humphreys;Wautlet;Mulheron;Webster [Journal of Medicinal Chemistry,2000,vol. 43,# 22,p. 4126 - 4134]