(E)-4-methyl-N'-(3,3,7,7-tetramethyl-1,5-dioxaspiro[5.5]undecan-8-ylidene)benzenesulfonohydrazide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-methyl-N'-(3,3,7,7-tetramethyl-1,5-dioxaspiro[5.5]undecan-8-ylidene)benzenesulfonohydrazide
• 英文别名: 3,3,7,7-tetramethyl-8-(tosylhydrazono)-1,5-dioxaspiro[5,5]undecane；N'-(3,3,7,7-Tetramethyl-1,5-dioxaspiro[5,5]undecane-8-ylidene)-p-toluenesulfonohydrazide；4-methyl-N-[(E)-(3,3,11,11-tetramethyl-1,5-dioxaspiro[5.5]undecan-10-ylidene)amino]benzenesulfonamide
• 化学式: C₂₀H₃₀N₂O₄S
• 分子量: 394.535
• InChiKey: QJKNWQHHIYOSRO-HEHNFIMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  85.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺 、 (E)-4-methyl-N'-(3,3,7,7-tetramethyl-1,5-dioxaspiro[5.5]undecan-8-ylidene)benzenesulfonohydrazide 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 为溶剂， 反应 0.16h， 以78%的产率得到3,3,7,7-tetramethyl-1,5-dioxaspiro[5.5]undec-8-ene-8-carbaldehyde
  参考文献：
  名称：

  [EN] 2 -AMINO- 1, 8 -NAPHTHYRIDINE-3 -CARBOXAMIDE DERIVATIVES AS ANTIMICROBIAL AGENTS
  [FR] DÉRIVÉS DE 2-AMINO-1,8-NAPHTYRIDINE-3-CARBOXAMIDE UTILISÉS COMME AGENTS ANTIMICROBIENS

  摘要：

  本发明涉及公式I的新型2-氨基-1,8-萘啶-3-甲酰胺衍生物，包含它们的药用抗菌组合物以及利用这些化合物制造用于治疗感染（例如细菌感染）的药物。这些化合物是有用的抗微生物药剂，对包括革兰氏阳性和阴性需氧菌和厌氧菌在内的各种人类和兽医病原体具有有效作用。

  公开号：

  WO2013072882A1
• 作为产物：
  描述：

  2,2-二甲基-1,3-环己烷二酮 在 对甲苯磺酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 13.0h， 生成 (E)-4-methyl-N'-(3,3,7,7-tetramethyl-1,5-dioxaspiro[5.5]undecan-8-ylidene)benzenesulfonohydrazide
  参考文献：
  名称：

  A short and convenient way to produce the Taxol™ A-ring utilizing the Shapiro reaction

  摘要：

  The Shapiro reaction was utilized in an efficient route to a Taxol(TM) A-ring building block. Commercially available 2-methyl-1,3-cyclohexanedione was converted in three simple steps to various arenesulfonylhydrazones and then to the target molecule with the Shapiro reaction. Remarkable differences were observed in the reactivity and stability of different hydrazones and their dianions in the Shapiro reaction. This pathway is the shortest one reported to give the target molecule in good overall yield. The use of different electrophiles in the final Shapiro reaction step allows alternative ways to prepare the target alcohol. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00089-3

文献信息

• A short and convenient way to produce the Taxol™ A-ring utilizing the Shapiro reaction
  作者：Olli P Törmäkangas、Reijo J Toivola、Esko K Karvinen、Ari M.P Koskinen

  DOI：10.1016/s0040-4020(02)00089-3

  日期：2002.3

  The Shapiro reaction was utilized in an efficient route to a Taxol(TM) A-ring building block. Commercially available 2-methyl-1,3-cyclohexanedione was converted in three simple steps to various arenesulfonylhydrazones and then to the target molecule with the Shapiro reaction. Remarkable differences were observed in the reactivity and stability of different hydrazones and their dianions in the Shapiro reaction. This pathway is the shortest one reported to give the target molecule in good overall yield. The use of different electrophiles in the final Shapiro reaction step allows alternative ways to prepare the target alcohol. (C) 2002 Elsevier Science Ltd. All rights reserved.
• [EN] 2 -AMINO- 1, 8 -NAPHTHYRIDINE-3 -CARBOXAMIDE DERIVATIVES AS ANTIMICROBIAL AGENTS<br/>[FR] DÉRIVÉS DE 2-AMINO-1,8-NAPHTYRIDINE-3-CARBOXAMIDE UTILISÉS COMME AGENTS ANTIMICROBIENS
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2013072882A1

  公开（公告）日：2013-05-23

  The present invention concerns novel 2-amino-1,8-naphthyridine-3-carboxamide derivatives of formula I, a pharmaceutical antibacterial composition containing them and the use of these compounds in the manufacture of a medicament for the treatment of infections (e.g. bacterial infections). These compounds are useful antimicrobial agents effective against a variety of human and veterinary pathogens including among others Gram-positive and Gram-negative aerobic and anaerobic bacteria.

  本发明涉及公式I的新型2-氨基-1,8-萘啶-3-甲酰胺衍生物，包含它们的药用抗菌组合物以及利用这些化合物制造用于治疗感染（例如细菌感染）的药物。这些化合物是有用的抗微生物药剂，对包括革兰氏阳性和阴性需氧菌和厌氧菌在内的各种人类和兽医病原体具有有效作用。