(E)-5-((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-oxo-pent-4-enoic acid ethyl ester | 515844-20-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-5-((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-oxo-pent-4-enoic acid ethyl ester
• CAS: 515844-20-9
• 化学式: C₁₅H₂₂O₇
• 分子量: 314.335
• InChiKey: LFNPDBYHRCBFFG-MRWNENIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.96
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (E)-5-((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-oxo-pent-4-enoic acid ethyl ester 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 以71%的产率得到ethyl (3R/S,4E)-3-hydroxy-5-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethyl-perhydrofuro[2,3-d][1,3]dioxol-5-yl]-4-pentenoate
  参考文献：
  名称：

  SYNTHESIS OF C-LINKED SUGAR BUTENOLIDES AND THEIR CONVERSION INTO C-LINKED ISOXAZOLIDINE SACCHARIDES 1*

  摘要：

  Synthesis of C-linked isoxazolidines was achieved by addition of nitrone to C-linked sugar butenolides, which in turn were prepared by iodolactonisation on the chiral template derived from diacetone glucose.

  DOI：

  10.1081/car-120016849
• 作为产物：
  描述：

  2-氧-4-(三苯基膦)丁酸乙酯 、 1,2-O-异亚丙基-3-O-甲基-Alpha-D-木五二呋喃醛糖-(1,4) 以 苯 为溶剂， 反应 5.0h， 以61%的产率得到(E)-5-((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-oxo-pent-4-enoic acid ethyl ester
  参考文献：
  名称：

  SYNTHESIS OF C-LINKED SUGAR BUTENOLIDES AND THEIR CONVERSION INTO C-LINKED ISOXAZOLIDINE SACCHARIDES 1*

  摘要：

  Synthesis of C-linked isoxazolidines was achieved by addition of nitrone to C-linked sugar butenolides, which in turn were prepared by iodolactonisation on the chiral template derived from diacetone glucose.

  DOI：

  10.1081/car-120016849