(R)-5-formyl δ-valerolactone | 160154-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (R)-5-formyl δ-valerolactone
• 英文别名: (2R)-6-oxooxane-2-carbaldehyde
• CAS: 160154-84-7
• 化学式: C₆H₈O₃
• 分子量: 128.128
• InChiKey: HHZZHRDQTWJYLG-RXMQYKEDSA-N

物化性质

• 沸点：
  289.5±33.0 °C(Predicted)
• 密度：
  1.274±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-5-formyl δ-valerolactone 在 钯 potassium tert-butylate 、 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 戊基糖三乙酸酯
  参考文献：
  名称：

  5-formyl-δ—valerolactone : A useful synthon for the chiral synthesis of the vespa orientalis pheromone and the mosquito oviposition attractant pheromone

  摘要：

  A synthetic scheme starting from the reaction between the lithiated N-allyl-N-methyl-(bisdimethylamino)phosphoramide anion and the triflate derivative of (R)-(-)- or (S)-(+)-2,3-O-isopropylideneglycerol is described to prepare the key chiral synthon (R)-5- or (S)-5-formyl-delta-valerolactone that leads to the title compounds.

  DOI：

  10.1016/s0040-4039(00)74412-1
• 作为产物：
  描述：

  (R)-4-(2,2-dimethyl-1,3-dioxolan-4-yl)butyric acid 在 重铬酸吡啶 、 Amberlyst 15 、 4 A molecular sieve 作用下， 反应 8.0h， 生成 (R)-5-formyl δ-valerolactone
  参考文献：
  名称：

  5-formyl-δ—valerolactone : A useful synthon for the chiral synthesis of the vespa orientalis pheromone and the mosquito oviposition attractant pheromone

  摘要：

  A synthetic scheme starting from the reaction between the lithiated N-allyl-N-methyl-(bisdimethylamino)phosphoramide anion and the triflate derivative of (R)-(-)- or (S)-(+)-2,3-O-isopropylideneglycerol is described to prepare the key chiral synthon (R)-5- or (S)-5-formyl-delta-valerolactone that leads to the title compounds.

  DOI：

  10.1016/s0040-4039(00)74412-1

文献信息

• Liu, Zhi-Yu; Ji, Jian-Xin; Li, Bo-Gang, Journal of Chemical Research, 2004, # 1, p. 61 - 63
  作者：Liu, Zhi-Yu、Ji, Jian-Xin、Li, Bo-Gang

  DOI：——

  日期：——
• 5-formyl-δ—valerolactone : A useful synthon for the chiral synthesis of the vespa orientalis pheromone and the mosquito oviposition attractant pheromone
  作者：Ph. Coutrot、C. Grison、C. Bômont

  DOI：10.1016/s0040-4039(00)74412-1

  日期：1994.11

  A synthetic scheme starting from the reaction between the lithiated N-allyl-N-methyl-(bisdimethylamino)phosphoramide anion and the triflate derivative of (R)-(-)- or (S)-(+)-2,3-O-isopropylideneglycerol is described to prepare the key chiral synthon (R)-5- or (S)-5-formyl-delta-valerolactone that leads to the title compounds.