2-trifluoromethylsulfonyloxy-3-tert-butoxycarbonylamino-3,4-dihydronaphthalene | 913394-26-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-trifluoromethylsulfonyloxy-3-tert-butoxycarbonylamino-3,4-dihydronaphthalene
• CAS: 913394-26-0
• 化学式: C₁₆H₁₈F₃NO₅S
• 分子量: 393.384
• InChiKey: PHYPWQIPNAGYRJ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2-trifluoromethylsulfonyloxy-3-tert-butoxycarbonylamino-3,4-dihydronaphthalene 在 platinum(IV) oxide 、 palladium diacetate 1,1'-双(二苯基膦)二茂铁 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 dimethyl 3-tert-butoxycarbonylamino-1,2,3,4-tetrahydronaphthalene-2-phosphonate
  参考文献：
  名称：

  Synthesis and structure activity relationships of novel non-peptidic metallo-aminopeptidase inhibitors

  摘要：

  Racemic derivatives of 3-amino-2-tetralone were synthesised and evaluated for their ability to inhibit metallo-aminopeptidase activities. New compounds substituted in position 2 by methyl ketone, substituted oximes or hydroxamic acids as well as heterocyclic derivatives were evaluated against representative members of zinc-dependent aminopeptidases: leucine aminopeptidase (E.C. 3.4.11.1), aminopeptidase-N(E.C. 3.4.11.2), Aeronumas proteolytica aminopeptidase (E.C. 3.4.11.10), and the aminopeptidase activity of leukotriene A(4) hydrolase (E.C. 3.3.2.6). Several compounds showed K-i values in the low micromolar range against the 'one-zinc' aminopeptidases, while most of them were rather poor inhibitors of the 'two-zinc' enzymes. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.050
• 作为产物：
  描述：

  3-tert-butoxycarbonyl-amino-3,4-dihydro-1H-naphthalen-2-one 、 N-苯基双(三氟甲烷磺酰)亚胺 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 3.25h， 生成 2-trifluoromethylsulfonyloxy-3-tert-butoxycarbonylamino-3,4-dihydronaphthalene
  参考文献：
  名称：

  Synthesis and structure activity relationships of novel non-peptidic metallo-aminopeptidase inhibitors

  摘要：

  Racemic derivatives of 3-amino-2-tetralone were synthesised and evaluated for their ability to inhibit metallo-aminopeptidase activities. New compounds substituted in position 2 by methyl ketone, substituted oximes or hydroxamic acids as well as heterocyclic derivatives were evaluated against representative members of zinc-dependent aminopeptidases: leucine aminopeptidase (E.C. 3.4.11.1), aminopeptidase-N(E.C. 3.4.11.2), Aeronumas proteolytica aminopeptidase (E.C. 3.4.11.10), and the aminopeptidase activity of leukotriene A(4) hydrolase (E.C. 3.3.2.6). Several compounds showed K-i values in the low micromolar range against the 'one-zinc' aminopeptidases, while most of them were rather poor inhibitors of the 'two-zinc' enzymes. This interesting selectivity profile may guide the design of new, specific inhibitors of target mammalian aminopeptidases with one active site zinc. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.050