(S)-3-Hydroxy-5-methyl-2-methylene-hexanoic acid ethyl ester | 652980-19-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: (S)-3-Hydroxy-5-methyl-2-methylene-hexanoic acid ethyl ester
• 英文别名: Hexanoic acid, 3-hydroxy-5-methyl-2-methylene-, ethyl ester, (3S)-；ethyl (3S)-3-hydroxy-5-methyl-2-methylidenehexanoate
• CAS: 652980-19-3
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: UTSHPRHFOZZPRD-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异戊醛 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙烯二胺 、 phosphate buffer 、 porcine liver esterase EC 3.1.1.1 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 44.0h， 生成 (S)-3-Hydroxy-5-methyl-2-methylene-hexanoic acid ethyl ester
  参考文献：
  名称：

  Porcine Liver Esterase Catalyzed Kinetic Resolution of Baylis-Hillman (B-H) Adducts

  摘要：

  Esterase from porcine liver smoothly resolves varieties of racemic 2-methylene-3-substituted-3-hydroxypropanoates (B-H adducts) to obtain the corresponding unreacted esters in very good to excellent ee (94 to >99%, seven examples) and hydrolyzed acids in good ee (58-75%). Substitution in B-H adducts, chosen for resolution, are funtionalized phenyl, thiophen-3-yl, cinnamyl, and alkyl groups.

  DOI：

  10.1081/scc-120025180

文献信息

• Porcine Liver Esterase Catalyzed Kinetic Resolution of Baylis-Hillman (B-H) Adducts
  作者：Debnath Bhuniya、Sanju Narayanan、Taranpreet Singh Lamba、K. V. S. R. Krishna Reddy

  DOI：10.1081/scc-120025180

  日期：2003.11

  Esterase from porcine liver smoothly resolves varieties of racemic 2-methylene-3-substituted-3-hydroxypropanoates (B-H adducts) to obtain the corresponding unreacted esters in very good to excellent ee (94 to >99%, seven examples) and hydrolyzed acids in good ee (58-75%). Substitution in B-H adducts, chosen for resolution, are funtionalized phenyl, thiophen-3-yl, cinnamyl, and alkyl groups.