6-hydroxyhexyl propionate

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-hydroxyhexyl propionate
• 英文别名: Hydroxyhexyl propionate；6-hydroxyhexyl propanoate
• 化学式: C₉H₁₈O₃
• 分子量: 174.24
• InChiKey: NAYXCMRQGQQFGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,6-己二醇 、 丙酸 在 碘 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以87%的产率得到6-hydroxyhexyl propionate
  参考文献：
  名称：

  微波辅助的高度实用的羧酸的化学选择性酯化和酰胺化†

  摘要：

  酯和酰胺官能团无处不在，使它们的偶联反应成为最受欢迎的有机转化之一。在此，我们已经描述了酯和酰胺的有效微波辅助合成。可溶性三苯基膦与分子碘结合，可得到所需的产物，而无需碱/催化剂。另外，为所述转化引入了固相合成路线，其与溶液相路线相比具有更多的优点，例如低湿度敏感性，易于处理，通过简单过滤分离产物和可重复使用性。简而言之，我们的方法本质上是简单，温和，绿色和高度化学选择性的。

  DOI：

  10.1039/c6ra22558f

文献信息

• SYSTEM FOR DELIVERING THERAPEUTIC AGENTS INTO LIVING CELLS AND CELLS NUCLEI
  申请人：DELIVERSIR LTD.

  公开号：US20160039850A1

  公开（公告）日：2016-02-11

  The present invention relates to a novel delivery system for delivering therapeutic agents into living cells, and more particularly, to novel chemical moieties that are designed capable of targeting and/or penetrating cells or other targets of interest and further capable of binding therapeutic agents to be delivered to these cells, and to delivery systems containing same.

  本发明涉及一种新型递送系统，用于将治疗剂递送到活细胞中，更具体地说，涉及设计用于靶向和/或穿透细胞或其他感兴趣目标的新型化学基团，进一步能够将治疗剂结合到这些细胞中以进行递送，并涉及含有相同化学基团的递送系统。
• [EN] REDUCTION OF PRO-INFLAMMATORY HDL USING A LEUKOTRIENE INHIBITOR<br/>[FR] RÉDUCTION DE HDL PRO-INFLAMMATOIRE À L'AIDE D'UN INHIBITEUR DE LEUCOTRIÈNE
  申请人：AUTOIMMUNE PHARMA LLC

  公开号：WO2018152405A1

  公开（公告）日：2018-08-23

  A method involving the administration of a therapeutically effective amount of a leukotriene inhibitor, a pharmaceutically acceptable salt, a pharmaceutically acceptable N-oxide, a pharmaceutically active metabolite, a pharmaceutically acceptable prodrug, or pharmaceutically acceptable solvate thereof to a human for reducing a level of pro-inflammatory HDL in the human. Various examples of leukotriene inhibitors, including 3-[3-tert-butylsulfanyl-1-[4-(6-ethoxy-pyridin- 3-yl)-benzyl]-5-(5-methyl-pyridin-2-ylmethoxy)-1H-indol-2-yl]-2, 2-dimethyl-propionic acid, are disclosed for administration for the reduction of pro-inflammatory HDL in a human. Reduction of pro-inflammatory HDL by the leukotriene inhibitor may include conversion of at least a portion of pro-inflammatory HDL to anti-inflammatory HDL.

  一种方法，涉及给人类施用治疗有效量的白细胞三烯抑制剂、药物可接受的盐、药物可接受的N-氧化物、药物活性代谢物、药物可接受的的前药或其药物可接受的溶剂化物，以降低人类中的前炎症高密度脂蛋白(HDL)水平。公开了各种白细胞三烯抑制剂，包括3-[3-叔丁基硫基-1-[4-(6-乙氧基-吡啶-3-基)-苄基]-5-(5-甲基-吡啶-2-基甲氧基)-1H-吲哚-2-基]-2,2-二甲基丙酸，用于施用以降低人类中的前炎症HDL。通过白细胞三烯抑制剂降低前炎症HDL可能包括将至少部分前炎症HDL转化为抗炎症HDL。
• Selective Monoesterification of Symmetrical Diols Using Resin-Bound Triphenylphosphine
  作者：Gunindra Pathak、Samuel Lalthazuala Rokhum

  DOI：10.1021/acscombsci.5b00086

  日期：2015.9.14

  Coupling reactions to make esters and amides are among the most widely used organic transformations. We report efficient procedures for amide bond formation and for the monoesterification of symmetrical diols in excellent yields without any requirement for high dilution or slow addition using resin-bound triarylphosphonium iodide. Easy purification, low moisture sensitivity, and good to excellent yields

  制备酯和酰胺的偶联反应是应用最广泛的有机转化方法之一。我们报道了高效的酰胺键形成步骤和对称二醇的单酯化，收率很高，而无需使用树脂结合的三芳基碘化high进行高稀释或缓慢添加。该方案的主要优点是易于纯化，对水分的敏感性低，并且产品的收率好至极佳。
• N-Heterocyclic Carbene-Catalyzed Chemoselective Monoacylation of 1,<i>n</i>-Linear Diols
  作者：Takahiro Soeta、Kota Kaneta、Yuichi Hatanaka、Tomonori Ida、Yutaka Ukaji

  DOI：10.1021/acs.orglett.1c02749

  日期：2021.11.5

  discusses the N-heterocyclic carbene (NHC)-catalyzed redox monoacylation of 1,n-linear diols using α-benzoyloxyaldehydes. The reactions afforded monoacylated diols in moderate to good selectivities and chemical yields. Our original NHC bearing a pyridine moiety plays an important role in achieving good chemoselectivities. A wide range of 1,n-linear diols were successfully applied to this reaction.

  本文讨论了使用 α-苯甲酰氧醛对 1, n-线性二醇进行N-杂环卡宾 (NHC) 催化氧化还原单酰化反应。该反应以中等至良好的选择性和化学产率提供单酰化二醇。我们带有吡啶部分的原始 NHC 在实现良好的化学选择性方面发挥着重要作用。广泛的 1, n-线性二醇成功应用于该反应。
• Convenient Selective Monoacylation of 1,n-Diols Catalyzed by Ion-Exchange Resins
  作者：Takeshi Nishiguchi、Shizuo Fujisaki、Yasuhiro Ishii、Yoshihiro Yano、Akiko Nishida

  DOI：10.1021/jo00084a043

  日期：1994.3

  Several 1,n-diols, ranging from 1,2-ethanediol to 1,16-hexadecanediol, were selectively monoacylated by transesterification in ester/octane solvent mixtures catalyzed by strongly acidic ion-exchange resins. This method of selective esterification is quite simple and practical. The selectivity for monoester formation and initial rates of monoester formation depended on the ester/octane ratio of the solvents. The reasons for the selectivity are as follows: (1) The sulfonic acid-type ion-exchange resins usually contain 50-80% water, and a strongly acidic aqueous layer is formed on the surface of the resins. (2) A partition equilibrium between the aqueous layer and the aprotic ester/octane layer is setup, and diols have higher partition coefficients than the product monoesters. (3) Acylation of the alcohols occurs in the aqueous layer and/or at the interface between the aqueous and the nonaqueous liquid layer. (4) The formed monoesters move away from the aqueous layer into the aprotic layer.