3-hydroxy-2-(p-methoxybenzyl)propyl pivaloate | 174417-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-hydroxy-2-(p-methoxybenzyl)propyl pivaloate
• 英文别名: [2-(hydroxymethyl)-3-(4-methoxyphenyl)propyl] 2,2-dimethylpropanoate
• CAS: 174417-80-2
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: MAMUEIKRWCYNLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.44
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2-(p-methoxybenzyl)propyl pivaloate 在 吡啶 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 64.0h， 生成 4-pivaloyloxy-3-(p-methoxybenzyl)butyronitrile
  参考文献：
  名称：

  Asymmetric Synthesis of (+)- and (-)-Eptazocine via an Enzymatic Reaction

  摘要：

  Starting from (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate (R-(+)-4) prepared by enzymatic monoacetylation of 2-(p-methoxybenzyl)propane-1,3-diol (3) with lipase PS in the presence of vinyl acetate as an acetyl donor, lactones ((+)- and (-)-6) were obtained. Using the lactones, (+)- and (-)-eptazocine were synthesized.

  DOI：

  10.3987/com-95-7232
• 作为产物：
  描述：

  (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate 在 吡啶 、 4-二甲氨基吡啶 、 胍 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 3-hydroxy-2-(p-methoxybenzyl)propyl pivaloate
  参考文献：
  名称：

  Asymmetric Synthesis of (+)- and (-)-Eptazocine via an Enzymatic Reaction

  摘要：

  Starting from (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate (R-(+)-4) prepared by enzymatic monoacetylation of 2-(p-methoxybenzyl)propane-1,3-diol (3) with lipase PS in the presence of vinyl acetate as an acetyl donor, lactones ((+)- and (-)-6) were obtained. Using the lactones, (+)- and (-)-eptazocine were synthesized.

  DOI：

  10.3987/com-95-7232

文献信息

• Asymmetric Synthesis of (+)- and (-)-Eptazocine via an Enzymatic Reaction
  作者：Shunsaku Shiotani、Hirohiko Okada、Takako Yamamoto、Kumiko Nakamata、Jun Adachi、Hiromasa Nakamoto

  DOI：10.3987/com-95-7232

  日期：——

  Starting from (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate (R-(+)-4) prepared by enzymatic monoacetylation of 2-(p-methoxybenzyl)propane-1,3-diol (3) with lipase PS in the presence of vinyl acetate as an acetyl donor, lactones ((+)- and (-)-6) were obtained. Using the lactones, (+)- and (-)-eptazocine were synthesized.