(S)-benzyl 2-(6-methoxynaphthalen-2-yl)propanoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (S)-benzyl 2-(6-methoxynaphthalen-2-yl)propanoate
• 英文别名: benzyl 2-(6-methoxynaphthalen-2-yl)propanoate；benzyl (2R)-2-(6-methoxynaphthalen-2-yl)propanoate
• 化学式: C₂₁H₂₀O₃
• 分子量: 320.388
• InChiKey: TXDQRTSTCWVQTP-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  萘普生 、 苯甲醇 在 [copper(III)(1,10-phenanthroline)(CF₃)₃] 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 以82 %的产率得到(S)-benzyl 2-(6-methoxynaphthalen-2-yl)propanoate
  参考文献：
  名称：

  高价 Cu(III)–CF3 化合物介导的酯化反应

  摘要：

  Cu( III )–CF 3化合物在本文中被报道为新型偶联剂，可介导羧酸和醇/酚的酯合成。羧酸转化为三氟甲酯和酰基氟活化物质，它们相互作用。证明了该方法的广泛底物范围和后期应用。这项研究开辟了新的机会，可以使用 Cu( III )–CF 3化合物开发有趣的反应，而无需将 CF 3基团转移到产品中。

  DOI：

  10.1039/d2ob02166h

文献信息

• In situ generated “lanthanum(iii) nitrate alkoxide” as a highly active and nearly neutral transesterification catalyst
  作者：Manabu Hatano、Sho Kamiya、Kazuaki Ishihara

  DOI：10.1039/c2cc34987f

  日期：——

  In situ generated lanthanum(III) nitrate alkoxide is a highly active and nearly neutral transesterification catalyst, which can promote non-epimerized transesterification of α-substituted chiral carboxylic esters under reflux conditions.

  原位生成的氮酸铈(III)醇酸盐是一种活性高且几乎中性的转酯化催化剂，能够在回流条件下促进α-取代手性羧酸酯的非表异构转酯化反应。
• JP5804472
  申请人：——

  公开号：——

  公开（公告）日：——
• Enzymatic resolution of naproxen
  作者：Surrinder Koul、Rajinder Parshad、Subhash C. Taneja、Ghulam N. Qazi

  DOI：10.1016/s0957-4166(03)00492-0

  日期：2003.8

  Trichosporon sp. (TSL), a newly found strain isolated from a locally fermented cottage cheese has been found to be highly stereoselective in the resolution of (S)-(+)-naproxen (ee >99%, Esimilar to500) from the corresponding racemic methyl ester. The process of resolution using whole cells has been scaled up to multi-kg level. Optimization of experimental conditions including downstream processing at 80-100 g/L substrate concentration with >90% recovery has been achieved. Changes in the physical parameters such as the particle size of the substrate play an important role in the resolution kinetics. A new strain of Trichosporon sp. having high cell density in cultivation (>60 g dry cell mass L-1 in 14-16 h) is found to be sufficiently stable for two years in dry powder form at 5-8degreesC. The viability of the resolution process has been further improved by the development of a simple racemization process for the enriched (R)-(-)-ester. (C) 2003 Elsevier Ltd. All rights reserved.
• High-valent Cu(<scp>iii</scp>)–CF₃ compound-mediated esterification reaction
  作者：Ming-Suo Dai、Zhen-Mei Zheng、Song-Lin Zhang

  DOI：10.1039/d2ob02166h

  日期：——

  mediate ester synthesis from carboxyl acids and alcohols/phenols. Carboxylic acids are transformed to trifluoromethyl ester and acyl fluoride activated species that interact with each other. The broad substrate scope and late-stage application of this method are demonstrated. This study opens up new opportunities to develop interesting reactions using Cu(III)–CF3 compounds without transferring a CF3

  Cu( III )–CF 3化合物在本文中被报道为新型偶联剂，可介导羧酸和醇/酚的酯合成。羧酸转化为三氟甲酯和酰基氟活化物质，它们相互作用。证明了该方法的广泛底物范围和后期应用。这项研究开辟了新的机会，可以使用 Cu( III )–CF 3化合物开发有趣的反应，而无需将 CF 3基团转移到产品中。