Stereoselective reduction of 2- or 3-substituted 4-piperidones with sodium borohydride
申请(专利)号:
US06/474856
申请日期:
19830314
公开/公告号:
US04496732A
公开/公告日期:
19850129
申请(专利权)人:
HOECHST-ROUSSEL PHARMACEUTICALS INC.
被引量:
摘要:
A stereoselective reduction of 2- or 3-substituted 4- piperidones of the formula ##STR1## where R.sub.1 is hydrogen, loweralkyl or benzyl and R.sub.2 is methyl or ethyl, to the di-equatorial isomer of the corresponding 4-piperidinol is described. Said reduction is conducted by use of sodium borohydride in a protic solvent medium at a temperature substantially lower than ambient temperature in the presence of an effective amount of an inorganic acid. Under favorable reaction conditions, the stereoselectivity of the reduction is so high that simple crystallization of the reaction product affords the pure isomer in a commercially acceptable and advantageous process.
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