Amino acid derivatives, their production and use i

专利名称：Amino acid derivatives, their production and

use in preparing carbapenem andcarbapenam compounds

发明人：Shigeo Nozoe,Tomihisa Ohta申请号：US07/095445申请日：19870911公开号：US04876383A公开日：191024

摘要：Novel amino acid derivatives of the formula ##STR1## wherein R. sup.1 is aprotecting group removable under reducing or acid conditions, and R. sup.2 and R.sup.5are hydrogen or carboxylic protecting groups, are useful as intermediates in preparingstereospecific carbapenam/carbapenem derivatives. R.sup.1 is removed under reducingconditions to form a pyrrolidine derivative, which is further cyclized from the R.sup.5 ═Hcompound to form a &bgr;-lactam ring. Stereospecificity at the 6- position is achieved bytreatment with lithium diisopropylamide (LDA) and quenching at different termperatures.Compound (I) can be prepared by treating R.sup.1 -protected R.sup.3 - pyrrolidonecarboxylic acid R.sup.2 - ester with a lithium enolate of the formula R.sup.4 CHLiCO.sub.2R.sup.5. The lithium enolate can be formed from R.sup.4 CH.sub.2 CO.sub.2 R.sup.5 bytreatment with LDA.

申请人：AJINOMOTO CO., INC.

代理机构：Oblon, Spivak, McClelland, Maier & Neustadt

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