1,4,10,13-tetrathiacyclooctadecane-5,9,14,18-tetrone | 74190-57-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸酯类化合物
• 英文名称: 1,4,10,13-tetrathiacyclooctadecane-5,9,14,18-tetrone
• 英文别名: 1,7,10,16-Tetrathiacyclooctadecan-2,6,11,15-tetron；1,4,10,13-tetrathia-cyclooctadecane-5,9,14,18-tetraone
• CAS: 74190-57-1
• 化学式: C₁₄H₂₀O₄S₄
• 分子量: 380.574
• InChiKey: VYEXEMDLZDKPFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  170
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  戊二酰基二氯 、 2,2-dibutyl-1,3,2-dithiastannolane 以 氯仿 为溶剂， 反应 0.5h， 以25%的产率得到1,4,10,13-tetrathiacyclooctadecane-5,9,14,18-tetrone
  参考文献：
  名称：

  Preparation of Macrocyclic Poly-thiolactones

  摘要：

  DOI：

  10.1055/s-1984-30757

文献信息

• Influence of the rigid spacer to macrocyclization of poly(thialactones): synthesis and computational analysis
  作者：Ines Vujasinović、Kata Mlinarić-Majerski、Branimir Bertoša、Sanja Tomić

  DOI：10.1002/poc.1479

  日期：2009.5

  5‐7 was studied experimentally and theoretically. The cyclization reactions afforded mixtures of corresponding monomers (M), dimers (D), and trimers (T). In order to rationalize the influence of type and size of the spacer on the products ratio in the M‐D‐T mixtures we performed a force field based molecular modeling study. Monte Carlo conformational search was conducted and lowest energy conformations

  大环内酯类的形成8 - 19由对应stannathianes的开环缩合1 - 4与二酰基二氯化物5 - 7在实验和理论上进行了研究。环化反应得到相应单体（M），二聚体（D）和三聚体（T）的混合物。为了合理化间隔物的类型和大小对M‐D‐T混合物中产物比率的影响，我们进行了基于力场的分子建模研究。进行了蒙特卡洛构象搜索，并确定了氯仿中的最低能量构象。分子建模的结果与假定的动力学参数相结合，使人们能够更好地了解通过实验获得的M-D-T-混合物的组成。版权所有©2008 John Wiley＆Sons，Ltd.
• Macrocyclization under Kinetic Control. A Theoretical Study and Its Application to the Synthesis of Macrocyclic Poly(thiolactones)
  作者：Antonella Dalla Cort、Gianfranco Ercolani、Anna Laura Iamiceli、Luigi Mandolini、Paolo Mencarelli

  DOI：10.1021/ja00095a010

  日期：1994.8

  A kinetic model for macrocyclization reactions of bifunctional chains undergoing simple and double ring closure reactions has been proposed. Numerical integration of the proper set of differential rate equations allows yields and distributions of cyclic oligomers to be calculated as a function of initial concentrations of reactants and effective molarities (EM(i)) of the rings being formed. In terms of computer time the present model is less demanding than analogous models previously published, in that a high degree of accuracy is obtained without taking into account explicitly linear oligomers with high polymerization degree. The model has been successfully applied to the synthesis of macrocyclic poly(thiolactones) via irreversible reaction of 2,2-dibutyl-1,2,3-dithiastannolane with glutaryl and pimeloyl chlorides. The best fits of the experimental oligomer distributions to the general equations gave the effective molarities from monomer to tetramer in both series.
• SHANZER, A.;LIBMAN, J., SYNTHESIS, BRD, 1984, N 2, 140-141
  作者：SHANZER, A.、LIBMAN, J.

  DOI：——

  日期：——
• Preparation of Macrocyclic Poly-thiolactones
  作者：Abraham Shanzer、Jacqueline Libman

  DOI：10.1055/s-1984-30757

  日期：——