1-{[(1S,2S,4aR,8aR)-decahydro-2-hydroxy-2-hydroxy-methyl-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2,6-di-O-methoxymethyl-4-methylbenzene | 1036709-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-{[(1S,2S,4aR,8aR)-decahydro-2-hydroxy-2-hydroxy-methyl-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2,6-di-O-methoxymethyl-4-methylbenzene
• 英文别名: (1S,2S,4aR,8aR)-1-[[2,6-bis(methoxymethoxy)-4-methylphenyl]methyl]-2-(hydroxymethyl)-5,5,8a-trimethyl-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• CAS: 1036709-27-9
• 化学式: C₂₆H₄₂O₆
• 分子量: 450.616
• InChiKey: RRGPPHFMVFRDAO-PZXVYJQKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-{[(1S,2S,4aR,8aR)-decahydro-2-hydroxy-2-hydroxy-methyl-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2,6-di-O-methoxymethyl-4-methylbenzene 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 4.0h， 以94%的产率得到1-{[(1S,2S,4aR,8aR)-decahydro-2-hydroxy-2-tosyloxymethyl-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2,6-di-O-methoxymethyl-4-methylbenzene
  参考文献：
  名称：

  Determination of the absolute structure of albaconol

  摘要：

  The concise synthesis of (8aR)-(-)-albaconol (1) from (8aR)-albicanol (2) obtained from the lipase-assisted asymmetric acetylation of rac-2, was achieved in 45% overall yield (eight steps). By comparison of the sign of specific rotation of between synthetic (8aR)-(-)-albaconol (1) and natural (+)-albaconol (1), the absolute structure of natural (+)-1 was determined to be 1R,2R,4aS,8aS configuration. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.050
• 作为产物：
  描述：

  1-{[(1R,4aR,8aR)-decahydro-2-methylene-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2,6-di-O-methoxymethyl-4-methylbenzene 在 potassium osmate(VI) 、 potassium carbonate 、 potassium hexacyanoferrate(III) 作用下， 以 叔丁醇 为溶剂， 反应 48.0h， 以83%的产率得到1-{[(1S,2S,4aR,8aR)-decahydro-2-hydroxy-2-hydroxy-methyl-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2,6-di-O-methoxymethyl-4-methylbenzene
  参考文献：
  名称：

  Determination of the absolute structure of albaconol

  摘要：

  The concise synthesis of (8aR)-(-)-albaconol (1) from (8aR)-albicanol (2) obtained from the lipase-assisted asymmetric acetylation of rac-2, was achieved in 45% overall yield (eight steps). By comparison of the sign of specific rotation of between synthetic (8aR)-(-)-albaconol (1) and natural (+)-albaconol (1), the absolute structure of natural (+)-1 was determined to be 1R,2R,4aS,8aS configuration. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.03.050