[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-[2,6-bis(methoxymethoxy)-4-methylphenyl]methanol | 1036709-25-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-[2,6-bis(methoxymethoxy)-4-methylphenyl]methanol
• CAS: 1036709-25-7
• 化学式: C₂₆H₄₀O₅
• 分子量: 432.601
• InChiKey: NLMABRYMBPJYPX-WXJOTGHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-[2,6-bis(methoxymethoxy)-4-methylphenyl]methanol 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 13.0h， 以1.93 g的产率得到
  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：

  1,3-bis(methoxymethoxy)-5-methylbenzene 、 (8aR)-albicanal 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 生成 [(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-[2,6-bis(methoxymethoxy)-4-methylphenyl]methanol
  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

文献信息

• Determination of the absolute structure of albaconol
  作者：Mikio Fujii、Sadayuki Ishii、Ryota Saito、Hiroyuki Akita

  DOI：10.1016/j.tet.2008.03.050

  日期：2008.5

  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.