[4-(1-乙酰氧基丙基)苯基]乙酸酯 | 129319-15-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: [4-(1-乙酰氧基丙基)苯基]乙酸酯
• 英文名称: 1-(4-acetoxyphenyl)propyl acetate
• 英文别名: Dihydrogalangal acetate；[4-(1-acetyloxypropyl)phenyl] acetate
• CAS: 129319-15-9
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: UAWHZODFGAHJCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-(1-乙酰氧基丙基)苯基]乙酸酯 在 Candida cylindracea lipase 作用下， 以 正己烷 、 正丁醇 为溶剂， 反应 24.0h， 以100%的产率得到1-(p-Hydroxyphenyl)propyl acetate
  参考文献：
  名称：

  Pedrocchi-Fantoni, Giuseppe; Servi, Stefano, Journal of the Chemical Society. Perkin transactions I, 1992, # 8, p. 1029 - 1034

  摘要：

  DOI：
• 作为产物：
  描述：

  4-hydroxy-α-ethylbenzylalcohol 在 吡啶 、 盐酸 作用下， 以 乙酸酐 为溶剂， 生成 [4-(1-乙酰氧基丙基)苯基]乙酸酯
  参考文献：
  名称：

  4-hydroxy-benzopyran-2-ones and 4-hydroxy-cycloalkyl\x9bb!pyran-2-ones

  摘要：

  本发明涉及式I化合物，它们是4-羟基苯并吡喃-2-酮和4-羟基环烷基并吡喃-2-酮，用于抑制哺乳动物细胞中感染的逆转录病毒。其中，R10和R20共同为：##STR2##。

  公开号：

  US05686486A1

文献信息

• Identification of Dihydrogalangal Acetate in Galangal [<i>Alpinia galangal</i> (L.) Swartz] Extracts
  作者：Xiaogen Yang、Martin Rohr、Jason Jordan

  DOI：10.1021/jf803387z

  日期：2009.4.22

  dihydrogalangal acetate were separated and evaluated by sensory analysis. (R)-Galangal acetate has a very faint woody and sweet aroma, and (R)-dihydrogalangal acetate is almost odorless, while (S)-galangal acetate has strong and (S)-dihydrogalangal acetate has weak pungent and woody notes. Although the aroma characters of these optical isomers are different, taste sensations were found to have no significant

  高加仑根[ Alpinia galangal（L.）Swartz]中首次发现了乙酸二氢高良姜。该化合物的味觉类似于乙酸高良姜（高良姜的辛辣成分），但在食品和饮料应用中更稳定。因此，乙酸二氢高良姜酸酯作为用于增强醇和改变味道的风味成分提供了许多优点。乙酸二氢高良姜酮存在于约0.0005％的新鲜根中和约0.004％的干根中。（S）-二氢高良姜酸酯是高良姜根中的主要旋光异构体（98％），而其次要（R）-异构体的丰度较低（2％）。分离乙酸高良姜酸酯和乙酸二氢高良姜酸酯的对映异构体，并通过感官分析对其进行评估。（[R）-Galangal醋酸有一个非常微弱的木香和甜香气，以及（[R）-dihydrogalangal醋酸是几乎无臭，而（小号）-galangal酯具有和（强小号）乙-dihydrogalangal具有弱刺激性和木香调。尽管这些旋光异构体的香气特征是不同的，但是发现乙酸高良姜酸酯，乙酸二氢高
• Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation
  作者：Yin Wang、Lei Zhang、Yunhui Yang、Ping Zhang、Zhenting Du、Congyang Wang

  DOI：10.1021/ja410195j

  日期：2013.12.4

  Rhenium-catalyzed oxyalkylation of alkenes is described, where hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were used as, for the first time, not only an oxygenation source but also an alkylation source via decarboxylation. The reaction also features a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates. Mechanistic studies revealed a decarboxylation/radical-addition/cation-trapping cascade operating in the reaction.
• Photoredox-Catalyzed Benzylic Esterification via Radical-Polar Crossover
  作者：Bumpei Maeda、Yota Sakakibara、Kei Murakami、Kenichiro Itami

  DOI：10.1021/acs.orglett.1c01645

  日期：2021.7.2
• Structure–activity relationships of 1′S-1′-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages
  作者：Hisashi Matsuda、Shin Ando、Toshio Morikawa、Shinya Kataoka、Masayuki Yoshikawa

  DOI：10.1016/j.bmcl.2005.01.070

  日期：2005.4

  1'S-1'-Acetoxychavicol acetate from the rhizomes of Alpinia galanga inhibited nitric oxide (NO) production in lipopolysaccharide-activated mouse peritoneal macrophages with an IC50 value of 2.3 mu M. To clarify the structure-activity relationship of 1'S-1'-acetoxychavicol acetate, various natural and synthetic phenylpropanoids and synthetic phenylbutanoids were examined, and the following structural requirements were clarified. (1) The para or ortho substitution of the acetoxyl and 1-acetoxypropenyl groups at the benzene ring was essential. (2) The S configuration of the 1'-acetoxyl group was preferable. (3) The presence of the 3-methoxyl group and disappearance of the 2'-3' double bond by hydrogenation reduced the activity. (4) The substitution of acetyl groups with propionyl or methyl groups reduced the activity. (5) Lengthening of the carbon chain between the 1'- and 2'-positions reduced the activity. (c) 2005 Elsevier Ltd. All rights reserved.
• SHIGEMOTO, TADASHI;ITOH, KAZUHIKO, NIPPON KAGAKU KAJSI,(1990) N, S. 702-704
  作者：SHIGEMOTO, TADASHI、ITOH, KAZUHIKO

  DOI：——

  日期：——