(2R,3S,8S,8aS)-8a-methyl-8-[(2-methylpropan-2-yl)oxy]-2,3,5,6,7,8-hexahydro-1H-naphthalene-2,3-diol | 155095-98-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,8S,8aS)-8a-methyl-8-[(2-methylpropan-2-yl)oxy]-2,3,5,6,7,8-hexahydro-1H-naphthalene-2,3-diol
• CAS: 155095-98-0
• 化学式: C₁₅H₂₆O₃
• 分子量: 254.37
• InChiKey: KDRXCWXFTDEYIW-XFMPKHEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,3S,8S,8aS)-8a-methyl-8-[(2-methylpropan-2-yl)oxy]-2,3,5,6,7,8-hexahydro-1H-naphthalene-2,3-diol 在 manganese triacetate 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 (1R,5S,6R,8R)-6-methyl-5-[(2-methylpropan-2-yl)oxy]-9,12-dioxatricyclo[6.3.1.01,6]dodec-10-ene
  参考文献：
  名称：

  Tandem glycol cleavage—intramolecular 4+2 cycloadditions mediated by Mn(OAc)3

  摘要：

  DOI：

  10.1016/s0040-4039(01)00396-3
• 作为产物：
  描述：

  Acetic acid (2R,8S,8aS)-8-tert-butoxy-8a-methyl-3-oxo-1,2,3,5,6,7,8,8a-octahydro-naphthalen-2-yl ester 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.83h， 生成 (2R,3S,8S,8aS)-8a-methyl-8-[(2-methylpropan-2-yl)oxy]-2,3,5,6,7,8-hexahydro-1H-naphthalene-2,3-diol 、 (2R,3R,8S,8aS)-8a-methyl-8-[(2-methylpropan-2-yl)oxy]-2,3,5,6,7,8-hexahydro-1H-naphthalene-2,3-diol
  参考文献：
  名称：

  Lead tetraacetate mediated “one-pot” multistage transformations on selected unsaturated 1,2-diols: The Wieland-Miescher series

  摘要：

  Starting with the unsaturated diol 6, a rapid entry into fused bicyclic derivative 8 and hence to the bridged ring system II (both one-per processes) is achieved. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00269-5

文献信息

• Tandem glycol cleavage—intramolecular 4+2 cycloadditions mediated by Mn(OAc)3
  作者：José Ignacio Candela Lena、Maria del Rosario Rico Ferreira、José Ignacio Martı́n Hernando、Ertan Altınel、Siméon Arseniyadis

  DOI：10.1016/s0040-4039(01)00396-3

  日期：2001.4
• Lead tetraacetate mediated “one-pot” multistage transformations on selected unsaturated 1,2-diols: The Wieland-Miescher series
  作者：Siméon Arseniyadis、Rosemeire Brondi-Alves、José Quilez del Moral、Dmitry V. Yashunsky、Pierre Potier

  DOI：10.1016/s0040-4020(98)00269-5

  日期：1998.5

  Starting with the unsaturated diol 6, a rapid entry into fused bicyclic derivative 8 and hence to the bridged ring system II (both one-per processes) is achieved. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Lena, Jose Ignacio Candela; Hernando, Jose Ignacio Martin; Ferreira, Maria del Rosario Rico, Synlett, 2001, # 5, p. 597 - 600
  作者：Lena, Jose Ignacio Candela、Hernando, Jose Ignacio Martin、Ferreira, Maria del Rosario Rico、Altinel, Ertan、Arseniyadis, Simeon

  DOI：——

  日期：——