(R)-3-methoxy-N-(1-(2-methyl-1,3-dioxolan-2-yl)propan-2-yl)propanamide | 1322805-17-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-methoxy-N-(1-(2-methyl-1,3-dioxolan-2-yl)propan-2-yl)propanamide
• 英文别名: 3-methoxy-N-[(2R)-1-(2-methyl-1,3-dioxolan-2-yl)propan-2-yl]propanamide
• CAS: 1322805-17-3
• 化学式: C₁₁H₂₁NO₄
• 分子量: 231.292
• InChiKey: MVRXFTUEOCHWHN-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-戊烯-2-酮 在 三甲基氯硅烷 、 sodium azide 、 supported Candida antartica lipase B 、 5 wt% Pd/C 、 氢气 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 甲基叔丁基醚 为溶剂， 20.0~40.0 ℃ 、101.33 kPa 条件下， 反应 32.25h， 生成 (S)-1-(2-methyl-1,3-dioxolan-2-yl)propan-2-amine 、 (R)-1-(2-methyl-1,3-dioxolan-2-yl)propan-2-amine 、 (R)-3-methoxy-N-(1-(2-methyl-1,3-dioxolan-2-yl)propan-2-yl)propanamide
  参考文献：
  名称：

  Chemoenzymatic Dynamic Kinetic Resolution of Primary Amines Catalyzed by CAL-B at 38–40 °C

  摘要：

  The (R)-selective chemoenzymatic dynamic kinetic resolution of primary amines was performed at 38-40 degrees C in MTBE, in good to high yields and with high enantiomeric excesses. These reactions associating CAL-B to octanethiol as radical racemizing agent were carried out in the presence of methyl beta-methoxy propanoate as acyl donor, under photochemical irradiation at 350 nm in glassware.

  DOI：

  10.1021/jo201256w

文献信息

• Chemoenzymatic Dynamic Kinetic Resolution of Primary Amines Catalyzed by CAL-B at 38–40 °C
  作者：Florent Poulhès、Nicolas Vanthuyne、Michèle P. Bertrand、Stéphane Gastaldi、Gérard Gil

  DOI：10.1021/jo201256w

  日期：2011.9.2

  The (R)-selective chemoenzymatic dynamic kinetic resolution of primary amines was performed at 38-40 degrees C in MTBE, in good to high yields and with high enantiomeric excesses. These reactions associating CAL-B to octanethiol as radical racemizing agent were carried out in the presence of methyl beta-methoxy propanoate as acyl donor, under photochemical irradiation at 350 nm in glassware.