(R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate | 174417-66-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate
• 英文别名: 1,3-Propanediol, 2-[(4-methoxyphenyl)methyl]-, monoacetate, (R)-；[(2R)-2-(hydroxymethyl)-3-(4-methoxyphenyl)propyl] acetate
• CAS: 174417-66-4
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: GYDVROIAPZTPPG-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 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)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate 在 吡啶 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 63.0h， 生成 [(2R)-2-(cyanomethyl)-3-(4-methoxyphenyl)propyl] acetate
  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：

  4-甲氧基苄基丙二酸二乙酯 在 lithium aluminium tetrahydride 、 Lipase PS 、 2,6-二叔丁基-4-甲基苯酚 作用下， 以 四氢呋喃 、 异丙醚 、 水 为溶剂， 反应 5.5h， 生成 (R)-3-hydroxy-2-(p-methoxybenzyl)propyl acetate
  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.