(2R,3a'R,5'R,6a'R)-5'-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2',2'-dimethyl-5',6a'-dihydro-3a'H,5H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole] | 1352941-87-7

• 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'R,6a'R)-5'-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2',2'-dimethyl-5',6a'-dihydro-3a'H,5H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole]
• 英文别名: (3'aR,5R,5'R,6'aR)-5'-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2',2'-dimethylspiro[2H-furan-5,6'-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole]
• CAS: 1352941-87-7
• 化学式: C₁₅H₂₂O₆
• 分子量: 298.336
• InChiKey: IGJHKFMEQUEVEP-BJIWRROBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3a'R,5'R,6a'R)-5'-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2',2'-dimethyl-5',6a'-dihydro-3a'H,5H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole] 在 sodium periodate 、 戴斯-马丁氧化剂 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 水 为溶剂， 反应 12.5h， 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：

  1,2:5,6-二-o-异亚丙基-alpha-d-ribo-3-己呋喃核糖 在 Grubbs catalyst first generation 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.0h， 生成 (2R,3a'R,5'R,6a'R)-5'-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2',2'-dimethyl-5',6a'-dihydro-3a'H,5H-spiro[furan-2,6'-furo[2,3-d][1,3]dioxole]
  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

文献信息

• A One-Pot Deprotection and Intramolecular Oxa-Michael Addition to Access Angular Trioxatriquinanes
  作者：Krishna Kaliappan、Kota Ramakrishna

  DOI：10.1055/s-0030-1289518

  日期：2011.10

  An efficient one-pot deprotection-oxa-Michael addition strategy has been used to synthesize a few trioxatriquinanes starting from commercially available sugars.

  一种有效的单锅脱保护-氧-迈克尔加成策略已被用于从市售糖类出发合成一些三氧杂三环烷。
• 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
  作者：Md. Firoj Hossain、Kiran Matcha、Subrata Ghosh

  DOI：10.1016/j.tetlet.2011.09.104

  日期：2011.11

  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.