(4aR,8aS,9aS)-4a,8,8-Trimethyl-4a,5,6,7,8,8a,9,9a-octahydro-4H-naphtho[2,3-b]furan-2-one | 742068-81-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: (4aR,8aS,9aS)-4a,8,8-Trimethyl-4a,5,6,7,8,8a,9,9a-octahydro-4H-naphtho[2,3-b]furan-2-one
• 英文别名: (4aR,8aS,9aS)-4a,8,8-trimethyl-5,6,7,8a,9,9a-hexahydro-4H-benzo[f][1]benzofuran-2-one
• CAS: 742068-81-1
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: XHTAPYZNZCPABM-SLEUVZQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4aR,8aS,9aS)-4a,8,8-Trimethyl-4a,5,6,7,8,8a,9,9a-octahydro-4H-naphtho[2,3-b]furan-2-one 在 二异丁基氢化铝 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 氯仿 、 甲苯 为溶剂， 生成 glaucescenolide
  参考文献：
  名称：

  The first synthesis and absolute configuration of glaucescenolide

  摘要：

  The first synthesis of glaucescenolide (1), a cytotoxic sesquiterpene isolated from the liverwort, Schistochila glaucescens, was achieved by starting from 2,2,6-trimethylcyclohexanone (2). The absolute configuration of the naturally occurring 1 was confirmed as 5S,7S,10R. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.148
• 作为产物：
  描述：

  乙酸酐 、 2-[(2R,4aS,8aR)-5,5,8a-trimethyl-3-oxo-2,4,4a,6,7,8-hexahydro-1H-naphthalen-2-yl]acetic acid 在 sodium acetate 作用下， 以66%的产率得到(4aR,8aS,9aS)-4a,8,8-Trimethyl-4a,5,6,7,8,8a,9,9a-octahydro-4H-naphtho[2,3-b]furan-2-one
  参考文献：
  名称：

  The first synthesis and absolute configuration of glaucescenolide

  摘要：

  The first synthesis of glaucescenolide (1), a cytotoxic sesquiterpene isolated from the liverwort, Schistochila glaucescens, was achieved by starting from 2,2,6-trimethylcyclohexanone (2). The absolute configuration of the naturally occurring 1 was confirmed as 5S,7S,10R. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.148

文献信息

• The first synthesis and absolute configuration of glaucescenolide
  作者：Hirosato Takikawa、Keiko Ueda、Mitsuru Sasaki

  DOI：10.1016/j.tetlet.2004.05.148

  日期：2004.7

  The first synthesis of glaucescenolide (1), a cytotoxic sesquiterpene isolated from the liverwort, Schistochila glaucescens, was achieved by starting from 2,2,6-trimethylcyclohexanone (2). The absolute configuration of the naturally occurring 1 was confirmed as 5S,7S,10R. (C) 2004 Elsevier Ltd. All rights reserved.