(1-Acetyloxy-3-phenylmethoxypropan-2-yl) 2,2,2-trideuterioacetate | 252376-73-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: (1-Acetyloxy-3-phenylmethoxypropan-2-yl) 2,2,2-trideuterioacetate
• CAS: 252376-73-1
• 化学式: C₁₄H₁₈O₅
• 分子量: 269.27
• InChiKey: PZJWZGWBDMSONK-BMSJAHLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1-Acetyloxy-3-phenylmethoxypropan-2-yl) 2,2,2-trideuterioacetate 在 sodium hydroxide 、 sodium phosphate buffer 、 pig liver acetone 作用下， 以 Petroleum ether 、 苯 为溶剂， 反应 2.0h， 生成 1-acetoxy-3-benzyloxy-2-propanol 、 (1-Hydroxy-3-phenylmethoxypropan-2-yl) 2,2,2-trideuterioacetate 、 (2-Hydroxy-3-phenylmethoxypropyl) 2,2,2-trideuterioacetate
  参考文献：
  名称：

  Selectivity Paradigm in Lipase Reactions:  Correlating Actual and Observed Regioselectivity in Hydrolysis of Unsymmetrical Diacetates

  摘要：

  The first simple method using labeling technique has been developed to confirm the actual and observed selectivities in the enzymatic hydrolysis of unsymmetrical diacetates and to measure the enzyme selectivity efficiency. The simple method consists of enzymatic hydrolysis of unsymmetrical diacetate followed by labeling of the hydroxyacetate formed! with. CD3COOD/DCC and enzymatic rehydrolysis of the labeled compound under the identical set of reaction conditions to estimate the amount of label retained by H-1 NMR spectroscopy. The amount of label lost directly indicates the extent of regioselective action of the enzyme.

  DOI：

  10.1021/jo990598x
• 作为产物：
  描述：

  乙酸-D3 、 1-acetoxy-3-benzyloxy-2-propanol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.75h， 以95%的产率得到(1-Acetyloxy-3-phenylmethoxypropan-2-yl) 2,2,2-trideuterioacetate
  参考文献：
  名称：

  Selectivity Paradigm in Lipase Reactions:  Correlating Actual and Observed Regioselectivity in Hydrolysis of Unsymmetrical Diacetates

  摘要：

  The first simple method using labeling technique has been developed to confirm the actual and observed selectivities in the enzymatic hydrolysis of unsymmetrical diacetates and to measure the enzyme selectivity efficiency. The simple method consists of enzymatic hydrolysis of unsymmetrical diacetate followed by labeling of the hydroxyacetate formed! with. CD3COOD/DCC and enzymatic rehydrolysis of the labeled compound under the identical set of reaction conditions to estimate the amount of label retained by H-1 NMR spectroscopy. The amount of label lost directly indicates the extent of regioselective action of the enzyme.

  DOI：

  10.1021/jo990598x

文献信息

• Selectivity Paradigm in Lipase Reactions:  Correlating Actual and Observed Regioselectivity in Hydrolysis of Unsymmetrical Diacetates
  作者：Shrivallabh B. Desai、Narshinha P. Argade、Krishna N. Ganesh

  DOI：10.1021/jo990598x

  日期：1999.10.1

  The first simple method using labeling technique has been developed to confirm the actual and observed selectivities in the enzymatic hydrolysis of unsymmetrical diacetates and to measure the enzyme selectivity efficiency. The simple method consists of enzymatic hydrolysis of unsymmetrical diacetate followed by labeling of the hydroxyacetate formed! with. CD3COOD/DCC and enzymatic rehydrolysis of the labeled compound under the identical set of reaction conditions to estimate the amount of label retained by H-1 NMR spectroscopy. The amount of label lost directly indicates the extent of regioselective action of the enzyme.