octyl(trityl)sulfane

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: octyl(trityl)sulfane
• 英文别名: octyl trityl sulfide；[Octylsulfanyl(diphenyl)methyl]benzene
• 化学式: C₂₇H₃₂S
• 分子量: 388.617
• InChiKey: MDPWLVCHGMUGCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  octyl(trityl)sulfane 在 碘 作用下， 以 甲醇 为溶剂， 反应 0.17h， 以78%的产率得到二正辛基二硫
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of largazole derivatives: alteration of the zinc-binding domain

  摘要：

  A new series of largazole analogues in which the side chain was replaced with disulfide groups were synthesized, and their biological activities were evaluated. Compound 8 bearing an octyl moiety showed much better selectivity for HDAC1 over HDAC7 than largazole (320-fold). Structure activity relationships suggested that the length in the disulfide chain of largazole is important for the selectivity toward HDAC1 over HDAC7. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.078
• 作为产物：
  描述：

  辛醇 在 4-二甲氨基吡啶 、 potassium tert-butylate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 octyl(trityl)sulfane
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of largazole derivatives: alteration of the zinc-binding domain

  摘要：

  A new series of largazole analogues in which the side chain was replaced with disulfide groups were synthesized, and their biological activities were evaluated. Compound 8 bearing an octyl moiety showed much better selectivity for HDAC1 over HDAC7 than largazole (320-fold). Structure activity relationships suggested that the length in the disulfide chain of largazole is important for the selectivity toward HDAC1 over HDAC7. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.078

文献信息

• Cofactor-Mediated Nucleophilic Substitution Catalyzed by a Self-Assembled Holoenzyme Mimic
  作者：Courtney Ngai、Paul M. Bogie、Lauren R. Holloway、Phillip C. Dietz、Leonard J. Mueller、Richard J. Hooley

  DOI：10.1021/acs.joc.9b01880

  日期：2019.9.20

  The host is quite promiscuous and is capable of binding multiple guests with micromolar binding affinities while retaining the ability to effect turnover and catalysis. Substrate binding modes vary widely, from simple 1:1 complexes to 1:2 complexes that can show either negative or positive cooperativity, depending on the guest. The molecularity of the dissociative substitution reaction varies, depending

  自组装的Fe 4 L 6笼能够在其腔中共囊化包含多种客体的羧酸，并且这些酸可作为笼催化的亲核取代的辅助因子。取代反应的动力学取决于每种组分的大小，形状和结合亲和力，客体尺寸的细微结构变化可能会对反应产生很大影响。该宿主是非常混杂的，并且能够以微摩尔结合亲和力结合多个客人，同时保持影响转化和催化的能力。底物的结合模式差异很大，从简单的1：1配合物到可以显示负或正协作性的1：2配合物，具体取决于来宾。离解性取代反应的分子数根据亲电试剂的离去基团，酸性辅因子和亲核试剂的大小而有所不同：