[(R)-6-(2-Hydroxy-pent-4-enyl)-3-methyl-tetrahydro-pyran-2-yl]-acetic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: [(R)-6-(2-Hydroxy-pent-4-enyl)-3-methyl-tetrahydro-pyran-2-yl]-acetic acid methyl ester
• 英文别名: methyl 2-[(3R)-6-(2-hydroxypent-4-enyl)-3-methyloxan-2-yl]acetate
• 化学式: C₁₄H₂₄O₄
• 分子量: 256.342
• InChiKey: AEWBBISGVJSAMN-PEWWYSNMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(R)-6-(2-Hydroxy-pent-4-enyl)-3-methyl-tetrahydro-pyran-2-yl]-acetic acid methyl ester 生成 [(2R,3R,6S)-3-Methyl-6-((E)-2-oxo-pent-3-enyl)-tetrahydro-pyran-2-yl]-acetic acid methyl 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：

  (R)-7-Methyl-nona-1,8-dien-4-ol 在 双(乙腈)氯化钯(II) 、 2,3-二巯基丁二酸 、 臭氧 、 copper dichloride 作用下， 以 二氯甲烷 为溶剂， -78.0 ℃ 、101.33 kPa 条件下， 生成 [(R)-6-(2-Hydroxy-pent-4-enyl)-3-methyl-tetrahydro-pyran-2-yl]-acetic acid methyl 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.