ethyl (4-methoxypyrrolidin-2-yl)acetate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: ethyl (4-methoxypyrrolidin-2-yl)acetate
• 英文别名: ethyl 2-[(2R,4R)-4-methoxypyrrolidin-2-yl]acetate
• 化学式: C₉H₁₇NO₃
• 分子量: 187.239
• InChiKey: OCCJYSLSIHAZFC-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl (4-methoxypyrrolidin-2-ylidene)acetate 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 48.0h， 生成 ethyl (4-methoxypyrrolidin-2-yl)acetate 、 ethyl (4-methoxypyrrolidin-2-yl)acetate
  参考文献：
  名称：

  Synthesis of (tetrahydrofuran-2-yl)acetates based on a ‘cyclization/hydrogenation/enzymatic kinetic resolution’ strategy

  摘要：

  A variety of (tetrahydrofuran-2-yl)acetates and (pyrrolidin-2-yl)acetates have been prepared by hydrogenation of 2-alkylidene-tetrahydrofurans and 2-alkylidenepyrrolidines, which are readily available by cyclization reactions of 1,3-dicarbonyl dianions (free dianions') or 1,3-bis-silyl enol ethers ('masked dianions') with 1,2-dielectrophiles. The enzymatic kinetic resolution of (tetrahydrofuran-2-yl)acetates with recombinant esterase Est56 proceeded with excellent enantioselectivities (E > 100). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.077

文献信息

• Synthesis of (tetrahydrofuran-2-yl)acetates based on a ‘cyclization/hydrogenation/enzymatic kinetic resolution’ strategy
  作者：Esen Bellur、Ilia Freifeld、Dominique Böttcher、Uwe T. Bornscheuer、Peter Langer

  DOI：10.1016/j.tet.2006.03.077

  日期：2006.7

  A variety of (tetrahydrofuran-2-yl)acetates and (pyrrolidin-2-yl)acetates have been prepared by hydrogenation of 2-alkylidene-tetrahydrofurans and 2-alkylidenepyrrolidines, which are readily available by cyclization reactions of 1,3-dicarbonyl dianions (free dianions') or 1,3-bis-silyl enol ethers ('masked dianions') with 1,2-dielectrophiles. The enzymatic kinetic resolution of (tetrahydrofuran-2-yl)acetates with recombinant esterase Est56 proceeded with excellent enantioselectivities (E > 100). (c) 2006 Elsevier Ltd. All rights reserved.