2-(8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yloxy)-tetrahydro-pyran | 616204-32-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-(8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yloxy)-tetrahydro-pyran
• 英文别名: 2-[(8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-1-yl)oxy]oxane
• CAS: 616204-32-1
• 化学式: C₁₆H₂₆O₂
• 分子量: 250.381
• InChiKey: XQYAABOFXVQUIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yloxy)-tetrahydro-pyran 在 sodium tetrahydroborate 、 jones reagent 、 bismuth(III) bromide 、 montmorillonite K-10 、 sodium hydride 、 diborane(6) 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 139.5h， 生成 (4aR,5R,8aS)-5-Benzyloxy-1-hydroxy-8a-methyl-decahydro-naphthalene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  A New Synthesis of 4-Methylene-10-methyl-Δ^8,9-carbomethoxy-trans-decalin

  摘要：

  A novel synthesis of the title compound has been accomplished starting with alcohol (3) which in turn was prepared from the Wieland-Miescher ketone (1). Alcohol (3) was converted in six steps to ketoester (8) which after reduction, mesylation, and demesylation afforded the unsaturated ester (9). Its conversion to the desired compound (11) was achieved debenzylation followed by oxidation and Wittig reaction.

  DOI：

  10.1081/scc-120020207
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 8a-methyl-2,3,4,6,7,8-hexahydro-1H-naphthalen-1-ol 在 硫酸 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以85%的产率得到2-(8a-Methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-yloxy)-tetrahydro-pyran
  参考文献：
  名称：

  A New Synthesis of 4-Methylene-10-methyl-Δ^8,9-carbomethoxy-trans-decalin

  摘要：

  A novel synthesis of the title compound has been accomplished starting with alcohol (3) which in turn was prepared from the Wieland-Miescher ketone (1). Alcohol (3) was converted in six steps to ketoester (8) which after reduction, mesylation, and demesylation afforded the unsaturated ester (9). Its conversion to the desired compound (11) was achieved debenzylation followed by oxidation and Wittig reaction.

  DOI：

  10.1081/scc-120020207

文献信息

• A New Synthesis of 4-Methylene-10-methyl-Δ^8,9-carbomethoxy-<i>trans</i>-decalin
  作者：Ajoy K. Banerjee、Po S. Poon、Manuel S. Laya

  DOI：10.1081/scc-120020207

  日期：2003.6

  A novel synthesis of the title compound has been accomplished starting with alcohol (3) which in turn was prepared from the Wieland-Miescher ketone (1). Alcohol (3) was converted in six steps to ketoester (8) which after reduction, mesylation, and demesylation afforded the unsaturated ester (9). Its conversion to the desired compound (11) was achieved debenzylation followed by oxidation and Wittig reaction.