(2R,3a'R,5'S,6a'R)-2',2'-dimethyl-3a',6a'-dihydro-5H,5'H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde | 1357480-00-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3a'R,5'S,6a'R)-2',2'-dimethyl-3a',6a'-dihydro-5H,5'H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde
• CAS: 1357480-00-2
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: HFHVOMAHGJQIMZ-PKIKSRDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.39
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (2R,3a'R,5'S,6a'R)-2',2'-dimethyl-3a',6a'-dihydro-5H,5'H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde 在 戴斯-马丁氧化剂 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 1-[(3'aR,5S,5'S,6'aR)-2',2'-dimethylspiro[2H-furan-5,6'-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole]-5'-yl]ethanone
  参考文献：
  名称：

  Synthetic studies toward nortriterpenoids of schisandraceae family. Approach to the construction of functionalized C/D and A/B ring units of micrandilactone C and rubrifloradilactone B

  摘要：

  Construction of 6/7 fused bicycles featuring C/D rings of micrandilactone C and rubrifloradilactone B is reported through IMDA reaction of properly designed substrates. Also a route to the construction of a tricycle having A/B ring of nortriterpenoids of schisandra family is reported using RCM and a bromonium ion initiated cycloetherification reaction as the key steps. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.104
• 作为产物：
  描述：

  (3aR,5R,6R,6aR)-6-(allyloxy)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-vinyltetrahydrofuro[2,3-d][1,3]dioxole 在 Grubbs catalyst first generation 、 sodium periodate 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 18.5h， 生成 (2R,3a'R,5'S,6a'R)-2',2'-dimethyl-3a',6a'-dihydro-5H,5'H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole]-5'-carbaldehyde
  参考文献：
  名称：

  Synthetic studies toward nortriterpenoids of schisandraceae family. Approach to the construction of functionalized C/D and A/B ring units of micrandilactone C and rubrifloradilactone B

  摘要：

  Construction of 6/7 fused bicycles featuring C/D rings of micrandilactone C and rubrifloradilactone B is reported through IMDA reaction of properly designed substrates. Also a route to the construction of a tricycle having A/B ring of nortriterpenoids of schisandra family is reported using RCM and a bromonium ion initiated cycloetherification reaction as the key steps. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.104