(4S,5R,7S)-2,2,4-Trimethyl-1,3-dioxa-spiro[4.4]nonan-7-ol | 326858-43-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5R,7S)-2,2,4-Trimethyl-1,3-dioxa-spiro[4.4]nonan-7-ol
• 英文别名: (4S,5R,8S)-2,2,4-trimethyl-1,3-dioxaspiro[4.4]nonan-8-ol
• CAS: 326858-43-9
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: UIQVNZSQHJULJF-OYNCUSHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  (4S,5R,7S)-2,2,4-Trimethyl-1,3-dioxa-spiro[4.4]nonan-7-ol 在 重铬酸吡啶 、 Celite 作用下， 以 二氯甲烷 为溶剂， 以75.7 mg的产率得到(4S,5R)-2,2,4-Trimethyl-1,3-dioxa-spiro[4.4]nonan-7-one
  参考文献：
  名称：

  First total syntheses and configurational assignments of cytotoxic trichodenones A–C

  摘要：

  Total syntheses of cytotoxic trichodenones A-C, produced by a strain of Trichoderma harzianum from the sponge Halichondria okadai, have been achieved, and the natural trichodenones B and C have been established to have (4R,1'R)- and(1'R)-configurations, respectively. From this synthesis and chiral HPLC analysis, it was deduced that the major molecule with R-configuration coexists with its enantiomer in natural trichodenone A. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00329-3
• 作为产物：
  描述：

  (4S,5S,7R)-2,2,4-Trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-ol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 以88.7 mg的产率得到(4S,5R,7S)-2,2,4-Trimethyl-1,3-dioxa-spiro[4.4]nonan-7-ol
  参考文献：
  名称：

  First total syntheses and configurational assignments of cytotoxic trichodenones A–C

  摘要：

  Total syntheses of cytotoxic trichodenones A-C, produced by a strain of Trichoderma harzianum from the sponge Halichondria okadai, have been achieved, and the natural trichodenones B and C have been established to have (4R,1'R)- and(1'R)-configurations, respectively. From this synthesis and chiral HPLC analysis, it was deduced that the major molecule with R-configuration coexists with its enantiomer in natural trichodenone A. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00329-3