Studies on the Synthesis of Geminal Bisphosphono Amine Derivatives Using Pentacovalent Oxaphospholenes

5배위 결합된 옥사포스포린을 이용한 제미널 비스포스포노 아민 유도체의 합성에 관한 연구

  • Lee, Mi Young (Department of Industrial Chemistry, Kangnung National University) ;
  • Jung, Kang Yeoun (Department of Industrial Chemistry, Kangnung National University)
  • 이미영 (국립강릉대학교 공과대학 공업화학과) ;
  • 정강연 (국립강릉대학교 공과대학 공업화학과)
  • Published : 19990600

Abstract

Geminal bisphosphonates have been well known to be effective inhibitors of various calciumrelated disorders such as Paget's disease, hypercalcemia of malignancy, and osteoporosis. To synthesize bisphosphonates, we have used the pentacovalent oxaphospholene prepared from methyl vinyl ketone and triethyl-phosphite. Υ-Ketobisphosphonates are obtained by bromination, applied Westheimer reaction, and hydrolysis of synthesized oxaphospholene. This compound was converted to the N-alkylated Υ-aminobisphosphonates by the reductive amination. Conversion of the resulting secondary amine to the tertiary one, followed by introduction of the second alkyl group on the nitrogen, was led to the synthesis of new N,N'-dialkylated Υ-aminobisphosphonates.

Keywords

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