Toluene-4-sulfonic acid 4-allyloxy-butyl ester | 173950-07-7

• 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 4-allyloxy-butyl ester
• 英文别名: 4-Allyloxybutyl-p-toluene sulfonate；4-prop-2-enoxybutyl 4-methylbenzenesulfonate
• CAS: 173950-07-7
• 化学式: C₁₄H₂₀O₄S
• 分子量: 284.376
• InChiKey: KUEGPEFSJQMOBX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Toluene-4-sulfonic acid 4-allyloxy-butyl ester 在 二苯并-18-冠醚-6 、 sodium hydride 、 potassium carbonate 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 42.0h， 生成 (2R,3S,4R)-4-(4-Allyloxy-butoxy)-2-(3-phenyl-propoxymethyl)-tetrahydro-pyran-3-ol
  参考文献：
  名称：

  MALONIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS

  摘要：

  Malonic acid derivatives designed as mimetics of the sialyl Lewis X determinant were synthesized. Their inhibitory potency for selectin mediated cell adhesion was evaluated in cell culture assays and in vivo. The receptor binding affinity for E- and P-selectins of simple mimetics was found to be comparable to the potency of the tetrasaccharide sialyl Lewis X. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00214-x
• 作为产物：
  描述：

  4-(烯丙氧基)-1-丁醇 、 对甲苯磺酰氯 在 吡啶 作用下， 生成 Toluene-4-sulfonic acid 4-allyloxy-butyl ester
  参考文献：
  名称：

  唾液酸化的路易斯X决定簇的新型模拟物的合成

  摘要：

  已经合成了唾液酸化的Lewis-X决定簇的模拟物，其中至少一个糖结构域由二，三或四醇单元模拟。这些化合物对E和P选择素介导的细胞粘附的抑制能力已在细胞培养测定中进行了评估。这些最佳模拟物的受体结合亲和力略高于天然寡糖配体唾液酸路易斯X的受体结合亲和力。

  DOI：

  10.1016/0040-4039(95)02002-7

文献信息

• Synthesis of novel mimetics of the sialyl Lewis X determinant
  作者：Alexander Toepfer、Gerhard Kretzschmar、Eckart Bartnik

  DOI：10.1016/0040-4039(95)02002-7

  日期：1995.12

  Mimctics of the sialyl Lewis-X determinant in which at least one sugar domain is simulated by a di-, tri- or tetraalcohol unit have been synthesized. The inhibitory potency of these compounds for E- and P-selectin mediated cell adhesion has been evaluated in cell culture assays. The receptor binding affinity of the best of these mimetics was slightly higher than that of the natural oligosaccharide

  已经合成了唾液酸化的Lewis-X决定簇的模拟物，其中至少一个糖结构域由二，三或四醇单元模拟。这些化合物对E和P选择素介导的细胞粘附的抑制能力已在细胞培养测定中进行了评估。这些最佳模拟物的受体结合亲和力略高于天然寡糖配体唾液酸路易斯X的受体结合亲和力。
• Electrically conductive pyrrole polymers
  申请人：The B. F. Goodrich Company

  公开号：US04543402A1

  公开（公告）日：1985-09-24

  Organic polymers which are "hydroxyphenyl-substituted" and "ether-substituted" polypyrroles ("PP") linked through N-adjacent C atoms, are disclosed which are compactable, extrudable and are also electrical conductors. When such PPs are prepared by electrochemical deposition with an appropriate electrolyte, they are also soluble in commonly available solvents, provided at least one of the 3- or 4- positions of the pyrrole nucleus is substituted with a substituent having either a hydroxyphenyl, or an ether structure. By choice of the hydroxyphenyl and/or ether substituent on one of the substitutable positions (3- or 4-) of the pyrrole nucleus, or both, the PP may be tailored for use either as a semiconductor having a conductivity in the range from about 10.sup.-5 to about 10.sup.-2 S/cm, or a relatively good conductor having a conductivity in the range from about 10.sup.-2 to about 10.sup.2 S/cm. A method is disclosed for preparing an ether-substituted pyrrole comprising reacting a non-Michael acceptor selected from the group consisting of esters, ketones and nitriles having vinylene carbon atoms, with tosylmethylisocyanide, in the presence of a solvent, so as to form a hydroxyphenyl-substituted or an ether-substituted pyrrole directly without substituting the pyrrole ring in the 2- and 5- positions.

  本文披露了一种经由N相邻的C原子连接的“羟基苯基取代”和“醚基取代”多吡咯（“PP”）的有机聚合物，它们可压缩、挤出且具有电导性。当使用适当的电解质通过电化学沉积制备这种PP时，它们也可溶于常见的溶剂，只要在吡咯环的3-或4-位置之一取代了具有羟基苯基或醚结构的取代基。通过选择吡咯环可取代位置（3-或4-）之一或两个位置上的羟基苯基和/或醚基取代基，PP可被量身定做用作半导体，其电导率在约10.sup.-5至约10.sup.-2 S/cm之间，或者用作相对良好的导体，其电导率在约10.sup.-2至约10.sup.2 S/cm之间。本文还披露了一种制备醚基取代吡咯的方法，包括在溶剂存在下，将来自酯类、酮类和腈类的非迈克尔受体，具有乙烯基碳原子的化合物与对甲苯磺酰甲基异腈反应，从而直接形成羟基苯基取代或醚基取代的吡咯，而不取代吡咯环的2-和5-位置。
• Electrically conductive pyrrole polymers and process of preparing the
  申请人：The B. F. Goodrich Company

  公开号：US04629798A1

  公开（公告）日：1986-12-16

  Organic polymers which are "hydroxyphenyl-substituted" and "ether-substituted" polypyrroles ("PP") linked through N-adjacent C atoms, are disclosed which are compactable, extrudable and are also electrical conductors. When such PPs are prepared by electrochemical deposition with an appropriate electrolyte, they are also soluble in commonly available solvents, provided at least one of the 3- or 4-positions of the pyrrole nucleus is substituted with a substituent having either a hydroxyphenyl, or an ether structure. By choice of the hydroxyphenyl and/or ether substituent on one of the substitutable positions (3- or 4-) of the pyrrole nucleus, or both, the PP may be tailored for use either as a semiconductor having a conductivity in the range from about 10.sup.-5 to about 10.sup.-2 S/cm, or a relatively good conductor having a conductivity in the range from about 10.sup.-2 to about 10.sup.2 S/cm. A method is disclosed for preparing an ether-substituted pyrrole comprising reacting a non-Michael acceptor selected from the group consisting of esters, ketones and nitriles having vinylene carbon atoms, with tosylmethylisocyanide, in the presence of a solvent, so as to form a hydroxyphenyl-substituted or an ether-substituted pyrrole directly without substituting the pyrrole ring in the 2- and 5-positions.

  本发明涉及一种有机聚合物，其为“羟基苯基取代”和“醚取代”聚吡咯（“PP”），通过N-相邻的C原子连接，具有可压缩性，可挤出性，并且也是电导体。当使用适当的电解质通过电化学沉积制备这样的PP时，它们也可溶于常见的溶剂，只要吡咯环的3-或4-位置中的至少一个被取代为具有羟基苯基或醚结构的取代基。通过在吡咯环的可取代位置（3-或4-）中选择羟基苯基和/或醚取代基中的一个或两个，可以将PP量身定制为半导体，其电导率在约10^-5到约10^-2 S/cm范围内，或者是相对较好的导体，其电导率在约10^-2到约10^2 S/cm范围内。本发明还公开了一种制备醚取代吡咯的方法，包括在溶剂存在下，将选自酯、酮和腈的非Michael受体，具有乙烯基碳原子的物质与对甲苯磺酰甲基异氰酸酯反应，以直接形成羟基苯基取代或醚取代吡咯，而不在2-和5-位置上取代吡咯环。
• Synthesis of a conformationally rigid scyllo-inositol polymer as a novel chelating ligandElectronic supplementary information (ESI) available: experimental procedures for preparation of compounds 3, 5, 6 and 20. See http://www.rsc.org/suppdata/p1/b1/b105105a/
  作者：Tae-Hyun Kim、Andrew B. Holmes

  DOI：10.1039/b105105a

  日期：2001.10.11

  A poly(pentyl methacrylate) carrying a conformationally rigid scyllo-inositol substituent (with all axial hydroxy groups) in the 5-position of the pentyl ester chain has been synthesised.

  合成了一种聚（戊基甲基丙烯酸酯），在戊基酯链的5位位置上带有一种构象刚性的斯基洛肌醇取代基（所有羟基都是轴向的）。
• MALONIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS
  作者：Alexander Toepfer、Gerhard Kretzschmar、Silke Schuth、Michael Sonnentag

  DOI：10.1016/s0960-894x(97)00214-x

  日期：1997.5

  Malonic acid derivatives designed as mimetics of the sialyl Lewis X determinant were synthesized. Their inhibitory potency for selectin mediated cell adhesion was evaluated in cell culture assays and in vivo. The receptor binding affinity for E- and P-selectins of simple mimetics was found to be comparable to the potency of the tetrasaccharide sialyl Lewis X. (C) 1997 Elsevier Science Ltd.