Toluene-4-sulfonic acid 3-(tert-butyl-diphenyl-silanyloxy)-2-methanesulfonyloxy-2-trityloxymethyl-propyl ester | 213122-56-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Toluene-4-sulfonic acid 3-(tert-butyl-diphenyl-silanyloxy)-2-methanesulfonyloxy-2-trityloxymethyl-propyl ester
• CAS: 213122-56-6
• 化学式: C₄₇H₅₀O₈S₂Si
• 分子量: 835.127
• InChiKey: KWXOFWYYDKNEDJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.0
• 重原子数：
  58.0
• 可旋转键数：
  17.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Toluene-4-sulfonic acid 3-(tert-butyl-diphenyl-silanyloxy)-2-methanesulfonyloxy-2-trityloxymethyl-propyl ester 在 吡啶 、 4-二甲氨基吡啶 、 甲酸 、 lithium acetylide, ethylenediamine complex 、 二甲基亚砜 、 tetra(tert-butyl)-ammonium fluoride 作用下， 以 四氢呋喃 为溶剂， 生成 Tetradecanoic acid 5-hydroxymethyl-2,2-dioxo-2λ⁶-[1,2]oxathiolan-5-ylmethyl ester
  参考文献：
  名称：

  Conformationally constrained analogues of diacylglycerol (DAG). 14.1 Dissection of the roles of the sn-1 and sn-2 carbonyls in DAG mimetics by isopharma cophore replacement

  摘要：

  The replacement of the sn-l and sn-2 carbonyl esters in DAG-surrogate lactones by sulfonate esters showed that their isosteric properties in protein kinase C binding are controlled by the location of the hydrophobic alkyl chain on the molecule. The CO and SO2 groups appear to be true isosteres only when they are adjacent to the alkyl chain, which is presumed to insert normal to the lipid bilayer. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(98)00307-2
• 作为产物：
  描述：

  tert-Butyl-diphenyl-(2-trityloxymethyl-allyloxy)-silane 在 吡啶 、 4-二甲氨基吡啶 、 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 为溶剂， 生成 Toluene-4-sulfonic acid 3-(tert-butyl-diphenyl-silanyloxy)-2-methanesulfonyloxy-2-trityloxymethyl-propyl ester
  参考文献：
  名称：

  Conformationally constrained analogues of diacylglycerol (DAG). 14.1 Dissection of the roles of the sn-1 and sn-2 carbonyls in DAG mimetics by isopharma cophore replacement

  摘要：

  The replacement of the sn-l and sn-2 carbonyl esters in DAG-surrogate lactones by sulfonate esters showed that their isosteric properties in protein kinase C binding are controlled by the location of the hydrophobic alkyl chain on the molecule. The CO and SO2 groups appear to be true isosteres only when they are adjacent to the alkyl chain, which is presumed to insert normal to the lipid bilayer. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(98)00307-2