(S)-2-(4-methoxyphenyl)propyl acetate | 1313051-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-2-(4-methoxyphenyl)propyl acetate
• CAS: 1313051-38-5
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: NFWGDUCSQFVCGA-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.53
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-(4-methoxyphenyl)prop-2-en-1-yl acetate 在 bis(1,5-cyclooctadiene)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate 、 (2R,3S,4R)-N,N-diisopropylcarbamoyl-2-diphenylphosphinomethyl-3,4-O-isopropylidene-pyrrolidine-3,4-diol 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 4.0h， 以96%的产率得到
  参考文献：
  名称：

  来自吡咯烷酮的P，O配体从碳水化合物：最小功能化烯烃的Ir催化不对称加氢的容易获得和模块化的配体

  摘要：

  提出了基于P，O-亚氨基糖的配体在Ir催化的最小官能化烯烃的不对称加氢中的潜力。这些新的配体由容易获得的碳水化合物（D-甘露糖，D-核糖和D-阿拉伯糖）制备。碳水化合物的立体化学和多官能度多样性可从其电子特性和主链刚性两个方面对配体进行调节。在选定的三取代和二取代的底物进行氢化反应时，可以达到较高的对映选择性（ee高达99％）。

  DOI：

  10.1002/cctc.201801485

文献信息

• Lipase-mediated resolution of substituted 2-aryl-propanols: application to the enantioselective synthesis of phenolic sesquiterpenes
  作者：Stefano Serra

  DOI：10.1016/j.tetasy.2011.03.012

  日期：2011.3

  A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished. (C) 2011 Elsevier Ltd. All rights reserved.