(S)-1-[(S)-2-methyl-1,4-dioxaspiro[4.4]nonan-2-yl]prop-2-yn-1-ol | 1057675-83-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-1-[(S)-2-methyl-1,4-dioxaspiro[4.4]nonan-2-yl]prop-2-yn-1-ol
• CAS: 1057675-83-8
• 化学式: C₁₁H₁₆O₃
• 分子量: 196.246
• InChiKey: TYVOOMKFXXNYRL-UWVGGRQHSA-N

反应信息

• 作为反应物：
  描述：

  (S)-1-[(S)-2-methyl-1,4-dioxaspiro[4.4]nonan-2-yl]prop-2-yn-1-ol 、 叔丁基二甲硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到
  参考文献：
  名称：

  The total synthesis and biological evaluation of nafuredin-γ and its analogues

  摘要：

  Nafuredin (1) is converted to nafuredin-gamma (2) under mild basic conditions and both compounds exhibit the same inhibitory activity and selectivity against NADH-fumarate reductase (complex 1). The total synthesis of 2 was achieved by a convergent approach using Stille coupling. The structural elements required for inhibitory activity against NADH-fumarate reductase (complex I) were then investigated by evaluation of nafuredin-gamma (2) and its structural analogues. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.066
• 作为产物：
  描述：

  (S)-2-[(2S,3S)-3-(chloromethyl)oxiran-2-yl]-2-methyl-1,4-dioxaspiro[4.4]nonane 在 正丁基锂 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到(S)-1-[(S)-2-methyl-1,4-dioxaspiro[4.4]nonan-2-yl]prop-2-yn-1-ol
  参考文献：
  名称：

  The total synthesis and biological evaluation of nafuredin-γ and its analogues

  摘要：

  Nafuredin (1) is converted to nafuredin-gamma (2) under mild basic conditions and both compounds exhibit the same inhibitory activity and selectivity against NADH-fumarate reductase (complex 1). The total synthesis of 2 was achieved by a convergent approach using Stille coupling. The structural elements required for inhibitory activity against NADH-fumarate reductase (complex I) were then investigated by evaluation of nafuredin-gamma (2) and its structural analogues. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.066