Hydrogen Peroxide → (S)-4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-alpha, alpha-dimethylbenzeneacetic acid, ethyl ester

Dissolve (-)-B-chlorodiisopinocamphenylborane (2.5 g, 7.8 mmol) in anhydrous tetrahydrofuran (5 mL). Add a solution of 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid, ethyl ester (2 g, 3.54 mmol) in anhydrous tetrahydrofuran (5 mL). Stir at room temperature for 3 days and cool to 0° C. Add water (1 mL) and 30% hydrogen peroxide (2 mL) and stir for 20 minutes. Add methylene chloride (30 mL) and wash with brine (30 mL), then aqueous sodium hydrogen carbonate (30 mL), then brine (30 mL). Dry (MgSO4), evaporate the solvent in vacuo and purify by chromatography to give the title compound.

1. temperaturecool to 0° C
2. washAdd methylene chloride (30 mL) and wash with brine (30 mL)
3. dry with materialDry (MgSO4)
4. customevaporate the solvent in vacuo
5. custompurify by chromatography

ORD 기록

ord-92cbb0ae0472477b9cdaaffe92e85c09

출처 데이터셋

uspto-grants-1997_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US05652370