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    • 3. 发明授权
    • Process for the production of 4-substituted azetidinone derivative
    • 用于制备4-取代的氮杂环丁酮衍生物的方法
    • US5792861A
    • 1998-08-11
    • US743327
    • 1996-11-04
    • Tamio HaraYuuki NakagawaNobuo MatsuiShigemi Suga
    • Tamio HaraYuuki NakagawaNobuo MatsuiShigemi Suga
    • C07D413/06C07F7/18C07D205/08C07D403/06C07D417/06
    • C07D413/06C07F7/1892Y02P20/55
    • The present invention provides a process for the production of a 4-substituted azetidinone. The process comprises reacting ##STR1## wherein R represents a hydrogen atom or a protecting group for N, R.sup.1 represents an alkyl which may be a substituent having an unprotected or protected hydroxyl group; and Z represents a leaving group; with ##STR2## wherein R.sup.2 represents hydrogen or alkyl, R.sup.3 and R.sup.4 each represent hydrogen, alkyl, alkenyl, alkynyl, phenyl, cycloalkyl, or naphthyl, or R.sup.3 and R.sup.4, together with the carbon atom to which they are bonded, form a ring system; X and Y each represent oxygen, sulfur or N-r.sup.1, wherein r.sup.1 represents a hydrogen atom or lower alkyl; A, B, D and E each represent nitrogen or C-r.sup.2, wherein r.sup.2 represents hydrogen, halogen, lower alkyl or lower alkoxy, provided that at least two of A, B, D and E are C-r.sup.2 ; and a ring involving G, J and K has two carbon/carbon double bonds therein and one of G, J and K represents oxygen, sulfur or N-r.sup.1 while the remaining two represent C-r.sup.2 ; in the presence of M(Hal).sub.n (R.sup.5).sub.m (V) wherein M represents a metal atom; Hal represents halogen; R.sup.5 represents lower alkyl, lower alkoxy, phenoxy, substituted phenoxy or cyclopentadienyl; and n and m are each 0, 1, 2, 3, 4 or 5, provided that n+m stands for the valence of M; and a base to thereby give: ##STR3##
    • 本发明提供了制备4-取代的氮杂环丁酮的方法。 该方法包括使其中R表示氢原子或N为保护基的化合物(III)反应,R 1表示可以是具有未被保护或被保护的羟基的取代基的烷基; Z表示离去基团; 代表氢或烷基,R3和R4各自表示氢,烷基,烯基,炔基,苯基,环烷基或萘基,或R3和R4与它们所键合的碳原子一起形成环系; X和Y各自表示氧,硫或N-r1,其中r1表示氢原子或低级烷基; A,B,D和E各自表示氮或C-R 2,其中R 2表示氢,卤素,低级烷基或低级烷氧基,条件是A,B,D和E中的至少两个为C-R 2; 涉及G,J和K的环在其中具有两个碳/碳双键,G,J和K之一表示氧,硫或N-r1,其余两个表示C-r2; 在M(Hal)n(R5)m(V)的存在下,其中M表示金属原子; 卤代表卤素; R5表示低级烷基,低级烷氧基,苯氧基,取代的苯氧基或环戊二烯基; n和m分别为0,1,2,3,4或5,条件是n + m代表M的化合价; (II-1)或(II-2)所示的基础,从而得到: