(S)-3-acetoxy-2-(p-methoxybenzyl)propyl pivaloate | 174417-79-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-3-acetoxy-2-(p-methoxybenzyl)propyl pivaloate
• CAS: 174417-79-9
• 化学式: C₁₈H₂₆O₅
• 分子量: 322.401
• InChiKey: KZLGVNDFXWBNQR-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  23.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-3-acetoxy-2-(p-methoxybenzyl)propyl pivaloate 在 吡啶 、 胍 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 41.0h， 生成 2,2-Dimethyl-propionic acid 2-methanesulfonyloxymethyl-3-(4-methoxy-phenyl)-propyl ester
  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：

  2-[(4-甲氧基苯基)甲基]丙烷-1,3-二醇 在 吡啶 、 4-二甲氨基吡啶 、 Lipase PS 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 二氯甲烷 、 异丙醚 、 水 为溶剂， 反应 16.5h， 生成 (S)-3-acetoxy-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.