The present invention relates to a stereoselective synthesis of novel β-lactam dimers as useful precursors for the preparation of paclitaxel, docetaxel, and analogues thereof. More particularly, the new β-lactams are prepared from readily available and enantiomerically pure chiral auxiliaries. The β-lactams are then reacted with a suitably protected taxane to produce diastereomerically enriched side chain-bearing taxanes. Finally, the chiral auxiliary is cleaved and protecting groups are removed to provide the desired taxane.
本发明涉及一种立体选择性合成新型β-内酰胺二聚体作为
紫杉醇、
多西他赛及其类似物制备的有用前体。更具体地说,新的β-内酰胺从易得到的对映纯手性助剂制备而来。然后,β-内酰胺与适当保护的
紫杉烷类反应,产生具有立体异构富集的侧链含有
紫杉烷类物质。最后,手性助剂被裂解,保护基被去除,提供所需的
紫杉烷类物质。