12(S)-acetoxy-4(S),8(R)-dimethyl-3-oxo-1(R)-5(S)-9(S)-2-oxatricyclo<4.4.7.0^1,9.3.4.8.0^1,5>tridecane | 137476-45-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 12(S)-acetoxy-4(S),8(R)-dimethyl-3-oxo-1(R)-5(S)-9(S)-2-oxatricyclo<4.4.7.0^1,9.3.4.8.0^1,5>tridecane
• CAS: 137476-45-0
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: VDKDWCJDJPZZNI-LPXCBLDCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  Acetic acid (3aS,6R,6aS,10aR)-3,6-dimethyl-decahydro-1-oxa-cyclopenta[d]naphthalen-9-yl ester 在 chromium(VI) oxide 作用下， 以 溶剂黄146 为溶剂， 反应 72.0h， 生成 12(S)-acetoxy-4(S),8(R)-dimethyl-3-oxo-1(R)-5(S)-9(S)-2-oxatricyclo<4.4.7.0^1,9.3.4.8.0^1,5>tridecane
  参考文献：
  名称：

  Crystal and molecular structure of 12(S)-acetoxy-4(S),8(R)-dimethyl-3-oxo-1(R)-5(S)-9(S)-2-oxatricyclo[4.4.7.01,9.3.4.8.01,5]tridecane

  摘要：

  The structure of the title compound, a cyclic ether acetate lactone, has been established uniquely by X-ray crystallography. C16H24O4 is orthorhombic, space group P2(1)2(1)2(1), with the cell dimensions a = 7.524(2), b = 10.686(2), c = 19.472(2) angstrom, V = 1565.6(4) angstrom 3, Z = 4, M(r) = 280.4, D(x) = 1.19 g cm-3, D0 = 1.20 g cm-3, F(000) = 608, T = 293 K, final R = 0.050. The two cyclohexane ring junction is cis while the lactone ring junction is trans. Both the cyclohexane rings have the chair conformation and the gamma-lactone ring has an envelope conformation with C(7) being at the tip of the flap. The acetoxy side chain is alpha-equatorial. There is an intramolecular C-H---O interaction C(4) . . . O(4) = 2.666(4) angstrom.

  DOI：

  10.1007/bf01161075