Syntheses of 3,4-Epoxy- and 3,4-Epimino-pyrrolidines

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概要

• 論文の詳細を見る

• Some 3,4-epiminopyrrolidines were synthesized by two alternate methods. Lithium aluminum hydride reduction of N-(p-methoxyphenyl)-1-benzyl-2,3-aziridinedicarboximide (6) afforded 1-(p-methoxyphenyl)-3,4-(N-benzylepimino) pyrrolidine (8) in a low yield. Epoxidation of 1-benzoyl-△^3-pyrroline (12) with pertrifloroacetic acid gave 1-benzoyl-3,4-epoxypyrrolidine (13) which formed 1-benzoyl-trans-3-azido-4-mesyloxypyrrolidine (15) on successive treatment with sodium azide and mesyl chloride. 15 was converted into 1-benzyl-3,4-epiminopyrrolidine (16) on treatment with lithium aluminum hydride, or into 1-benzoyl-3,4-epiminopyrrolidine (20) with sodium borohydride and cobalt (II)-tris (α, α'-dipyridyl) bromide, respectively, in a fair yield. The nuclear magnetic resonance spectra of these compounds were evaluated.

• 公益社団法人日本薬学会の論文
• 1969-05-25

著者

• 大木 英二

  Central Research Laboratories, Sankyo Co., Ltd.

• 老田 貞夫

  Central Research Laboratories, Sankyo Co., Ltd.

• 大木 英二

  Research Laboratory Zenyaku Kogyo Co. Ltd.

• 大木 英二

  Central Research Laboratories Sankyo Co. Ltd.

• 老田 貞夫

  Medicinal Chemistry Research Laboratories Sankyo Co. Ltd.

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