(E)-6-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-4-methyl-hex-2-enoic acid ethyl ester | 417717-94-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-6-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-4-methyl-hex-2-enoic acid ethyl ester
• 英文别名: ethyl (E)-6-[(4S)-2,2-dimethyl-1,3-dioxan-4-yl]-4-methylhex-2-enoate
• CAS: 417717-94-3
• 化学式: C₁₅H₂₆O₄
• 分子量: 270.369
• InChiKey: IFRGRRBILMUZPE-PRAOJVLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-6-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-4-methyl-hex-2-enoic acid ethyl ester 在 氢气 、 sodium tetrahydroborate 、 Mercurous acetate 作用下， 以 甲醇 为溶剂， 以55%的产率得到[(2R,3R,6S)-6-(2-Hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-acetic 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：

  (E)-(S)-7-Benzyloxy-2-methyl-5-(tetrahydro-pyran-2-yloxy)-hept-2-enoic acid ethyl ester 在 palladium on activated charcoal lithium aluminium tetrahydride 、 N-甲基吲哚酮 、 四丙基高钌酸铵 、 氢气 、 氢气 作用下， 生成 (E)-6-((S)-2,2-Dimethyl-[1,3]dioxan-4-yl)-4-methyl-hex-2-enoic 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

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.