2-{[(S)-辛烷-7-氧基]羰基}苯甲酸 | 6114-64-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-{[(S)-辛烷-7-氧基]羰基}苯甲酸
• 英文名称: 2-{[(S)-octan-7-yloxy]carbonyl}benzoic acid
• 英文别名: (S)-2-octyl hydrogen phthalate；phthalic acid mono-((S)-1-methyl-heptyl ester)；Phthalsaeure-mono-((S)-1-methyl-heptylester)；2-[(2S)-octan-2-yl]oxycarbonylbenzoic acid
• CAS: 6114-64-3
• 化学式: C₁₆H₂₂O₄
• mdl: MFCD00029962
• 分子量: 278.348
• InChiKey: DUJBEEUYBSLMGM-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  2-{[(S)-辛烷-7-氧基]羰基}苯甲酸 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以87%的产率得到(S)-(+)-2-辛醇
  参考文献：
  名称：

  仲醇的无色谱酶动力学拆分

  摘要：

  外消旋仲醇通过使用南极假丝酵母脂肪酶B（CAL B）的酶促酯化反应来拆分。用邻苯二甲酸酐将未反应的对映异构体衍生化后，可以通过沉淀，过滤或蒸馏将生成的邻苯二甲酸单酯轻松从相应的乙酸酯中分离出来，从而避免了费力的柱色谱法，这是大规模反应的主要障碍。该方法已成功应用于对映纯吡啶醇的多谱合成。 醇-不对称合成-酶-酯化-动力学拆分

  DOI：

  10.1055/s-0029-1216997
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 马钱子碱 作用下， 生成 2-{[(S)-辛烷-7-氧基]羰基}苯甲酸
  参考文献：
  名称：

  CCCII：一种简化的甲基-正己基甲醇拆分方法

  摘要：

  DOI：

  10.1039/ct9222102540

文献信息

• ENANTIOFACE-DIFFERENTIATING HYDROGENATION OF 2-ALKANONES OVER MODIFIED RANEY NICKEL
  作者：Tsutomu Osawa

  DOI：10.1246/cl.1985.1609

  日期：1985.11.5

  2-Octanone was hydrogenated over tartaric acid-NaBr-modified Raney nickel in the presence of pivalic acid at various temperatures. The hydrogenation at 50–60 °C gave the best result with regard to the optical yield. Almost 80% of the optical yields were attained in the hydrogenations of various 2-alkanones.

  在新戊酸的存在下，在不同温度下，2-辛酮在酒石酸-溴化钠改性的阮内镍上氢化。就光学产率而言，50-60°C 下的氢化反应最佳。几乎 80% 的光学产率是在各种 2-烷酮的氢化中获得的。
• USE of (<i>S</i>)-α-Methylbenzylamine in the Resolution of Racemic 2-Octanol and α-Methylbenzyl Alcohol
  作者：Adelfo Reyes、Eusebio Juaristi

  DOI：10.1080/00397919508012667

  日期：1995.4

  The title chiral amine can be a convenient substitute for brucine or strychnine in Ingersoll's classical method for the resolution of alcohols via fractional crystallization of their diastereoisomeric phthalate salts.
• JUARISTI, EUSEBIO;JIMENEZ-VAZQUEZ, HUGO A., J. ORG. CHEM., 56,(1991) N, C. 1623-1630
  作者：JUARISTI, EUSEBIO、JIMENEZ-VAZQUEZ, HUGO A.

  DOI：——

  日期：——
• LIGANDS THAT TARGET HCV-E2 BINDING SITES ON CD81 AND THERAPEUTIC METHODS USING THEM
  申请人：American University of Cairo

  公开号：US20150328329A1

  公开（公告）日：2015-11-19

  Ligands that target the HCV-E2 binding site and methods of making and using them. A series of ligand binding sites on the large extracellular loop of the open conformation of CD81 have been identified. Several important sites were located in regions identified by mutational studies to be the site of E2 binding. Ligands that recognize these sites were identified. Linking together two or three ligands that bind with low or moderate affinities to different structurally unique sites on a target protein were used to generate small molecule ligand conjugates that exhibit very high affinities to their CD81 targets. Hybrid ligand molecules were also designed using fragment-based drug design methods to generate analogs of the ligands that bind more tightly to the protein than the parent compounds. Identification and design of groups of compounds that bind to CD81 for use as therapeutics for treating patients infected by Hepatitis C virus and other viruses that interact with CD81. By binding to CD81, these molecules can block 1) HCV and other viral entry into cells (infection), 2) inflammatory responses caused by HCV and other viral infections, and 3) the induction of HCV associated cancers.
• Chromatography-Free Enzymatic Kinetic Resolution of Secondary Alcohols
  作者：Andreas Pfaltz、Matthias Maywald

  DOI：10.1055/s-0029-1216997

  日期：2009.11

  Racemic secondary alcohols were resolved by enzymatic esterification using Candida antarctica lipase B (CAL B). After derivatization of the unreacted enantiomer with phthalic anhydride, the resulting phthalic acid monoesters could be easily separated from the corresponding acetates by precipitation and filtration or distillation, thus avoiding laborious column chromatography, which is a major obstacle

  外消旋仲醇通过使用南极假丝酵母脂肪酶B（CAL B）的酶促酯化反应来拆分。用邻苯二甲酸酐将未反应的对映异构体衍生化后，可以通过沉淀，过滤或蒸馏将生成的邻苯二甲酸单酯轻松从相应的乙酸酯中分离出来，从而避免了费力的柱色谱法，这是大规模反应的主要障碍。该方法已成功应用于对映纯吡啶醇的多谱合成。 醇-不对称合成-酶-酯化-动力学拆分