1-Acetylmercapto-decan | 1534-09-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: 1-Acetylmercapto-decan
• 英文别名: Decylthiolacetat；S-(Decyl)thioacetat；thioacetic acid S-decyl ester；Thioessigsaeure-S-decylester；S-Decyl ethanethioate
• CAS: 1534-09-4
• 化学式: C₁₂H₂₄OS
• 分子量: 216.388
• InChiKey: QOBXPHDQCFZNIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Acetylmercapto-decan 在 甲醇 、 sodium hydroxide 作用下， 生成 1-癸硫醇
  参考文献：
  名称：

  两亲性树形分子、合成及其作为药物递送系统的应用

  摘要：

  本发明涉及一种微环境响应型两亲性树形分子、合成及其作为药物递送系统的应用，它为具有如式(I)、式(II)或式(III)所示结构的化合物，或其药学上可接受的盐；本发明的化合物可以作为基于肿瘤微环境特异性响应的纳米递送系统，其在水溶液中具有良好的溶解性，能与药物在水溶液中自组装形成较稳定的纳米复合物，并能有效将负载的药物递送至肿瘤部位，而且能够在相应刺激下响应性解组装达到精准释药的目的，可使药物大限度释放在病灶部位，是一种新型的纳米递送载体。

  公开号：

  CN113214171A
• 作为产物：
  描述：

  1-癸硫醇 、 乙酰氯 生成 1-Acetylmercapto-decan
  参考文献：
  名称：

  Notes: Reactions of Long-Chain Acids with Thiolacetates

  摘要：

  DOI：

  10.1021/jo01090a616

文献信息

• 349. Synthetic aspects of free-radical addition. Part II. Preparation of homologues by homolytic alkylation of acetic acid and related compounds
  作者：J. C. Allen、J. I. G. Cadogan、D. H. Hey

  DOI：10.1039/jr9650001918

  日期：——
• Aliphatic thioacetate deprotection using catalytic tetrabutylammonium cyanide
  作者：Brian T. Holmes、Arthur W. Snow

  DOI：10.1016/j.tet.2005.09.092

  日期：2005.12

  A series of thiol-functionalized organic compounds were selected to analyze the scope and efficiency of a new thioacetate deprotection method using catalytic tetrabutylammonium cyanide (TBACN) to effect the transformation of a thioacetate group to a free thiol in the presence of a protic solvent. Particularly attractive are the mild reaction and workup conditions, reduced byproduct formation typically seen using literature methods and yields of greater than 80% for the free aliphatic thiols. This method is effective on aliphatic thiols with trityl, benzyl, p-halo-benzyl, phenethyl, phenoxyethyl, and cyclohexylethyl structural moieties, but it is not effective with thiophenols. Published by Elsevier Ltd.
• Preparation of Sulfonic Acids from Unsaturated Compounds¹
  作者：John S. Showell、John R. Russell、Daniel Swern

  DOI：10.1021/jo01055a031

  日期：1962.8
• A general and mild synthesis of thioesters and thiols from halides
  作者：Tu-Cai Zheng、Maureen Burkart、David E. Richardson

  DOI：10.1016/s0040-4039(98)02545-3

  日期：1999.1

  The conversion of a wide variety of halides to thioesters by reaction with potassium thiocetate under mild conditions is described, and the generality of the method is demonstrated. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Intrinsic and Extrinsic Control of the p<i>K</i>_a of Thiol Guests inside Yoctoliter Containers
  作者：Xiaoyang Cai、Rhea Kataria、Bruce C. Gibb

  DOI：10.1021/jacs.0c00907

  日期：2020.5.6

  Despite decades of research, there are still many open questions surrounding the mechanisms by which enzymes catalyze reactions. Understanding all the noncovalent forces involved has the potential to allow de novo catalysis design, and as a step toward this, understanding how to control the charge state of ionizable groups represents a powerful yet straightforward approach to probing complex systems. Here we utilize supramolecular capsules assembled via the hydrophobic effect to encapsulate guests and control their acidity. We find that the greatest influence on the acidity of bound guests is the location of the acidic group within the yoctoliter space. However, the nature of the electrostatic field generated by the (remote) charged solubilizing groups also plays a significant role in acidity, as does counterion complexation to the outer surfaces of the capsules. Taken together, these results suggest new ways by which to affect reactions in confined spaces.