t-2-(1-hydroxy-1-methylethyl)-2-methylcyclohexan-r-1-ol | 99646-08-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: t-2-(1-hydroxy-1-methylethyl)-2-methylcyclohexan-r-1-ol
• 英文别名: (1R,2R)-2-(2-hydroxypropan-2-yl)-2-methylcyclohexan-1-ol
• CAS: 99646-08-9；99646-09-0
• 化学式: C₁₀H₂₀O₂
• 分子量: 172.268
• InChiKey: GOGHPIGLINKHND-PSASIEDQSA-N

物化性质

• 沸点：
  253.3±8.0 °C(Predicted)
• 密度：
  1.018±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  t-2-(1-hydroxy-1-methylethyl)-2-methylcyclohexan-r-1-ol 在 偶氮二异丁腈 、 camphor-10-sulfonic acid 、 三丁基氯化锡 、 sodium cyanoborohydride 作用下， 以 甲苯 、 叔丁醇 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  Designed Chiral Acyl Radical Equivalents. Preparation and Cyclizations of Disymmetrically Substituted 1,3-Dioxabicyclo[4.4.0]decan-2-yl Radicals

  摘要：

  The diastereoselectivity of 5-exo-trigonal cyclizations of 2-(4 2-(4penten-1-yl)-1,3-dioxolan-2-yl and 2-(4penten-1-yl)-1,3-dioxan-2-yl radicals is investigated. When dioxolanes or dioxanes derived from C-2 symmetrically substituted diols are employed the diastereoselectivity is poor. In the dioxanyl series this is a consequence of the cyclization occurring through a twist-boat conformer. Disymmetrically substituted dioxanyl radicals, derived from the alcohols 21 and 41, are, however, constrained to chairlike conformations and accordingly give rise to highly diastereoselective cyclizations. Conditions are described for the hydrolysis of the resulting spiroacetals and for determination of the ee of the resulting 2-methylcyclopentanones.

  DOI：

  10.1021/jo961750n
• 作为产物：
  描述：

  trans-2-Hydroxymethyl-2-methyl-cyclohexanol 在 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 氢氧化钾 、 sodium hypochlorite 、 碘 、 potassium bromide 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 生成 t-2-(1-hydroxy-1-methylethyl)-2-methylcyclohexan-r-1-ol
  参考文献：
  名称：

  Designed Chiral Acyl Radical Equivalents. Preparation and Cyclizations of Disymmetrically Substituted 1,3-Dioxabicyclo[4.4.0]decan-2-yl Radicals

  摘要：

  The diastereoselectivity of 5-exo-trigonal cyclizations of 2-(4 2-(4penten-1-yl)-1,3-dioxolan-2-yl and 2-(4penten-1-yl)-1,3-dioxan-2-yl radicals is investigated. When dioxolanes or dioxanes derived from C-2 symmetrically substituted diols are employed the diastereoselectivity is poor. In the dioxanyl series this is a consequence of the cyclization occurring through a twist-boat conformer. Disymmetrically substituted dioxanyl radicals, derived from the alcohols 21 and 41, are, however, constrained to chairlike conformations and accordingly give rise to highly diastereoselective cyclizations. Conditions are described for the hydrolysis of the resulting spiroacetals and for determination of the ee of the resulting 2-methylcyclopentanones.

  DOI：

  10.1021/jo961750n

文献信息

• Corona, Tiberio; Crotti, Paolo; Ferretti, Maria, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1607 - 1616
  作者：Corona, Tiberio、Crotti, Paolo、Ferretti, Maria、Macchia, Franco

  DOI：——

  日期：——
• CORONA, T.;CROTTI, P.;FERRETTI, M.;MACCHIA, F., J. CHEM. SOC. PERKIN TRANS., 1985, N 8, 1607-1616
  作者：CORONA, T.、CROTTI, P.、FERRETTI, M.、MACCHIA, F.

  DOI：——

  日期：——