(3S,1’S)-3-[(1’-hydroxy-1’-(3’’-nitrophenyl))methyl]tetrahydrothiopyran-4-one | 1397292-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3S,1’S)-3-[(1’-hydroxy-1’-(3’’-nitrophenyl))methyl]tetrahydrothiopyran-4-one
• CAS: 1397292-40-8
• 化学式: C₁₂H₁₃NO₄S
• 分子量: 267.306
• InChiKey: ZNIOJZBJUGTUSL-ZYHUDNBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.95
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  80.44
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  间硝基苯甲醛 、 四氢噻喃-4-酮 在 lipase from porcine pancreas, type II 作用下， 以 水 、 乙腈 为溶剂， 反应 120.0h， 以43%的产率得到
  参考文献：
  名称：

  Biocatalytic promiscuity: lipase-catalyzed asymmetric aldol reaction of heterocyclic ketones with aldehydes

  摘要：

  The new promiscuous activity of lipase from porcine pancreas, type II (PPL II), has been observed to catalyze the direct asymmetric aldol reaction of heterocyclic ketones with aromatic aldehydes. PPL II showed favorable catalytic activity and had a good adaptability to different substrates in the reaction. The enantioselectivities of up to 87% ee and diastereoselectivities of up to 83:17 (anti/syn) were achieved. It is interesting that PPL II possesses the function of aldolase in organic solvents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.007

文献信息

• Ficin-catalyzed asymmetric aldol reactions of heterocyclic ketones with aldehydes
  作者：Jian-Ping Fu、Na Gao、Yang Yang、Zhi Guan、Yan-Hong He

  DOI：10.1016/j.molcatb.2013.06.016

  日期：2013.12

  Ficin from fig tree latex displayed a promiscuous activity to catalyze the direct asymmetric aldol reactions of heterocyclic ketones with aromatic aldehydes. Ficin showed good substrate adaptability to different heterocyclic ketones containing nitrogen, oxygen or sulfur. The enantioselectivities up to 81% ee and diastereoselectivities up to 86:14 (anti/syn) were achieved under the optimized reaction conditions. (C) 2013 Elsevier B.V. All rights reserved.