(S)-naphthalen-2-yl(phenyl)methyl acetate | 1020537-27-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-naphthalen-2-yl(phenyl)methyl acetate
• CAS: 1020537-27-2
• 化学式: C₁₉H₁₆O₂
• 分子量: 276.335
• InChiKey: SDCSZIGYJIAPDB-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-苯甲酰萘 在 sodium tetrahydroborate 、 Candida antarctica lipase B W₁₀₄A 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 24.0h， 生成 [(R)-naphthalen-2-yl(phenyl)methyl] acetate 、 (S)-naphthalen-2-yl(phenyl)methyl acetate
  参考文献：
  名称：

  Kinetic resolution of diarylmethanols using a mutated variant of lipase CALB

  摘要：

  An enzymatic kinetic resolution of diarylmethanols via acylation has been developed. This was achieved by the use of a mutated variant of CALB that accepts larger substrates compared to the wild type. By the use of diarylmethanols with two differently sized aryl groups, enantioselective transformations were achieved. A larger size-difference led to a higher enantioselectivity. In addition, substrates with electronically different aryl groups, such as phenyl and pyridyl, also gave an enantioselective reaction. The highest E value was observed with a substrate where steric and electronic effects were combined. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.06.040