(2R,4S,4aR,9aR,10S,12R,13aS,14R,16R,16aS)-3,3,11,11-tetramethyldodecahydro-2H,9H,15H-2,4:10,12-dimethanodibenzo[e,j][1,3]dioxa[7,9]dithiacyclododecine 14,16-dioxide | 852983-02-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2R,4S,4aR,9aR,10S,12R,13aS,14R,16R,16aS)-3,3,11,11-tetramethyldodecahydro-2H,9H,15H-2,4:10,12-dimethanodibenzo[e,j][1,3]dioxa[7,9]dithiacyclododecine 14,16-dioxide
• CAS: 852983-02-9
• 化学式: C₂₂H₃₆O₄S₂
• 分子量: 428.657
• InChiKey: MGYFUEWCUATPLD-VVXVOWTJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  28.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 (2R,4S,4aR,9aR,10S,12R,13aS,14R,16R,16aS)-3,3,11,11-tetramethyldodecahydro-2H,9H,15H-2,4:10,12-dimethanodibenzo[e,j][1,3]dioxa[7,9]dithiacyclododecine 14,16-dioxide 在 sodium hexamethyldisilazane 作用下， 以76%的产率得到
  参考文献：
  名称：

  Efficient and highly diastereoselective preparation of a myrtenal derived bis-sulfoxide and its preliminary evaluation as chiral acyl donor

  摘要：

  Treatment of disulfide 7 with NalO(4) in EtOH at rt gave monosulfoxide 8 (95YO), while at 50 degrees C it gave trans-bis-sulfoxide 6a (84%, > 99% de). In contrast, treatment of 7 with MCPBA gave bis-sulfone 9 (95%). The anion of 6a reacted with benzaldehyde affording carbinol 10 (76%, > 99%, de). The absolute configuration of 8, 6a, and 10 was established by single crystal X-ray diffraction analyses. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.03.104
• 作为产物：
  描述：

  (1S,2R,8R,9S,11R,13S,17S,19R)-10,10,20,20-tetramethyl-4,6-dioxa-14,16-dithiapentacyclo[17.1.1.19,11.02,17.08,13]docosane 在 sodium periodate 、 双氧水 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 (2R,4S,4aR,9aR,10S,12R,13aS,14R,16R,16aS)-3,3,11,11-tetramethyldodecahydro-2H,9H,15H-2,4:10,12-dimethanodibenzo[e,j][1,3]dioxa[7,9]dithiacyclododecine 14,16-dioxide
  参考文献：
  名称：

  Efficient and highly diastereoselective preparation of a myrtenal derived bis-sulfoxide and its preliminary evaluation as chiral acyl donor

  摘要：

  Treatment of disulfide 7 with NalO(4) in EtOH at rt gave monosulfoxide 8 (95YO), while at 50 degrees C it gave trans-bis-sulfoxide 6a (84%, > 99% de). In contrast, treatment of 7 with MCPBA gave bis-sulfone 9 (95%). The anion of 6a reacted with benzaldehyde affording carbinol 10 (76%, > 99%, de). The absolute configuration of 8, 6a, and 10 was established by single crystal X-ray diffraction analyses. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2005.03.104