(2S,9R)-2-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-9-(tetrahydro-pyran-2-yloxy)-decan-5-one | 417718-05-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2S,9R)-2-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-9-(tetrahydro-pyran-2-yloxy)-decan-5-one
• 英文别名: (2S,9R)-2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]-9-(oxan-2-yloxy)decan-5-one
• CAS: 417718-05-9
• 化学式: C₂₂H₄₀O₅
• 分子量: 384.557
• InChiKey: VEMYUKVXEMSNNF-ICWHHGQHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,9R)-2-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-9-(tetrahydro-pyran-2-yloxy)-decan-5-one 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-3-((2S,3S,6R,8S)-3,8-Dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  Sub-structure syntheses and relative stereochemistry in the bistramide (bistratene) series of marine metabolites

  摘要：

  The (6R*,9S*,11S*) and (22S*,23R*,27R*,31R*) stereochemistry, respectively, of the tetrahydropyranyl and spiroacetal moieties in bistramide A (1) have been established by stereoselective syntheses and high field NMR comparisons. Routes to the gamma-amino acid moiety are outlined. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02219-5
• 作为产物：
  描述：

  2,2-diethyl-4(S)-(2-iodo-1-(R)-methylethyl)-[1.3]dioxolane 、 N,N-Dimethyl-N'-[(R)-1-methyl-5-(tetrahydro-pyran-2-yloxy)-hex-(E)-ylidene]-hydrazine 在 六甲基磷酰三胺 、 正丁基锂 、 silica gel 作用下， 以 四氢呋喃 为溶剂， 以48%的产率得到(2S,9R)-2-((S)-2,2-Diethyl-[1,3]dioxolan-4-yl)-9-(tetrahydro-pyran-2-yloxy)-decan-5-one
  参考文献：
  名称：

  Sub-structure syntheses and relative stereochemistry in the bistramide (bistratene) series of marine metabolites

  摘要：

  The (6R*,9S*,11S*) and (22S*,23R*,27R*,31R*) stereochemistry, respectively, of the tetrahydropyranyl and spiroacetal moieties in bistramide A (1) have been established by stereoselective syntheses and high field NMR comparisons. Routes to the gamma-amino acid moiety are outlined. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02219-5

文献信息

• Sub-structure syntheses and relative stereochemistry in the bistramide (bistratene) series of marine metabolites
  作者：Paul O Gallagher、Christopher S.P McErlean、Mark F Jacobs、Dianne J Watters、William Kitching

  DOI：10.1016/s0040-4039(01)02219-5

  日期：2002.1

  The (6R*,9S*,11S*) and (22S*,23R*,27R*,31R*) stereochemistry, respectively, of the tetrahydropyranyl and spiroacetal moieties in bistramide A (1) have been established by stereoselective syntheses and high field NMR comparisons. Routes to the gamma-amino acid moiety are outlined. (C) 2002 Elsevier Science Ltd. All rights reserved.