(1S,2R,4aR,6S,8aS)-1-(1-hydroxyethyl)-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-2-ol | 1239916-05-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R,4aR,6S,8aS)-1-(1-hydroxyethyl)-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-2-ol
• CAS: 1239916-05-2
• 化学式: C₁₅H₂₆O₂
• 分子量: 238.37
• InChiKey: ANTMOKPUWVVLPZ-WBWGNXPXSA-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：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,2R,4aR,6S,8aS)-1-(1-hydroxyethyl)-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-2-ol 在 四丙基高钌酸铵 、 N-甲基吗啉氧化物 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到1-[(1R,2R,4aR,6S,8aS)-2-hydroxy-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1-yl]ethanone
  参考文献：
  名称：

  Total synthesis of (+)-aspermytin A

  摘要：

  The first enantioselective total synthesis of aspermytin A, a new neurotrophic polyketide isolated from a cultured marine fungus of the genus Aspergillus sp., has been accomplished in 24 steps with an overall yield of 9.7% from S-(-)-citronellal. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.107
• 作为产物：
  描述：

  (1S,4aR,6S,8aS)-1,6-dimethyl-2-oxo-4a,5,6,7,8,8a-hexahydronaphthalene-1-carbaldehyde 、 甲基锂 以 四氢呋喃 为溶剂， 以80%的产率得到(1S,2R,4aR,6S,8aS)-1-(1-hydroxyethyl)-1,2,6-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-2-ol
  参考文献：
  名称：

  Total synthesis of (+)-aspermytin A

  摘要：

  The first enantioselective total synthesis of aspermytin A, a new neurotrophic polyketide isolated from a cultured marine fungus of the genus Aspergillus sp., has been accomplished in 24 steps with an overall yield of 9.7% from S-(-)-citronellal. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.107

文献信息

• Total synthesis of (+)-aspermytin A
  作者：Atsushi Inoue、Makoto Kanematsu、Masahiro Yoshida、Kozo Shishido

  DOI：10.1016/j.tetlet.2010.05.107

  日期：2010.7

  The first enantioselective total synthesis of aspermytin A, a new neurotrophic polyketide isolated from a cultured marine fungus of the genus Aspergillus sp., has been accomplished in 24 steps with an overall yield of 9.7% from S-(-)-citronellal. (C) 2010 Elsevier Ltd. All rights reserved.