(E)-3-((R)-6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-prop-2-en-1-ol | 197164-03-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-3-((R)-6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-prop-2-en-1-ol
• 英文别名: (E)-3-[(9R)-9-methyl-1,4-dioxaspiro[4.4]nonan-9-yl]prop-2-en-1-ol
• CAS: 197164-03-7
• 化学式: C₁₁H₁₈O₃
• 分子量: 198.262
• InChiKey: MMAYDABHOKXHSH-RXNUUUNCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-((R)-6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-prop-2-en-1-ol 在 重铬酸吡啶 、 正丁基锂 、 4 A molecular sieve 、 对苯二酚 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 、 甲苯 、 苯 为溶剂， 反应 86.0h， 生成 3-((R)-6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-benzoic acid methyl ester
  参考文献：
  名称：

  Synthesis of liverwort sesquiterpene (−)-isocuparene (herbertene) via a Diels-Alder reaction using phenylethylamine as chiral auxiliary

  摘要：

  The imine of 2-methylcyclopentanone with (S)(-)-phenylethylamine was subjected to reaction with methyl propiolate and the product was transformed into (-)-isocuparene by use of a Diels-Alder reaction to construct the aromatic ring. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00313-3
• 作为产物：
  描述：

  (E)-3-((R)-6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-acrylic acid methyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 24.0h， 生成 (E)-3-((R)-6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-prop-2-en-1-ol
  参考文献：
  名称：

  Synthesis of liverwort sesquiterpene (−)-isocuparene (herbertene) via a Diels-Alder reaction using phenylethylamine as chiral auxiliary

  摘要：

  The imine of 2-methylcyclopentanone with (S)(-)-phenylethylamine was subjected to reaction with methyl propiolate and the product was transformed into (-)-isocuparene by use of a Diels-Alder reaction to construct the aromatic ring. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00313-3

文献信息

• Synthesis of liverwort sesquiterpene (−)-isocuparene (herbertene) via a Diels-Alder reaction using phenylethylamine as chiral auxiliary
  作者：Motoo Tori、Takahiro Miyake、Tomonobu Hamaguchi、Masakazu Sono

  DOI：10.1016/s0957-4166(97)00313-3

  日期：1997.8

  The imine of 2-methylcyclopentanone with (S)(-)-phenylethylamine was subjected to reaction with methyl propiolate and the product was transformed into (-)-isocuparene by use of a Diels-Alder reaction to construct the aromatic ring. (C) 1997 Elsevier Science Ltd.