diallyl hydroxy-(thiophen-2-yl)-methylphosphonate | 99988-41-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diallyl hydroxy-(thiophen-2-yl)-methylphosphonate
• 英文别名: (hydroxy-[2]thienyl-methyl)-phosphonic acid diallyl ester；(Hydroxy-[2]thienyl-methyl)-phosphonsaeure-diallylester
• CAS: 99988-41-7
• 化学式: C₁₁H₁₅O₄PS
• 分子量: 274.277
• InChiKey: GLMRIFNQFFFGPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.34
• 重原子数：
  17.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (N-acetyl-2',3'-di-O-acetylcytidin-5-yloxy)-cyanoethoxy-diisopropylaminophosphane 、 diallyl hydroxy-(thiophen-2-yl)-methylphosphonate 、 三乙胺 在 四氮唑 、 叔丁基过氧化氢 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以82%的产率得到triethylammonium (N-acetyl-2',3'-di-O-acetylcytidin-5'-yl)-[(diallylphosphonato)-(thiophen-2-yl)-methyl]-phosphate
  参考文献：
  名称：

  Potential sialyltransferase inhibitors based on neuraminyl substitution by hetaryl rings

  摘要：

  Replacement of the neuraminyl residue by a wide range of aryl rings in transition-state analogs of CMP-Neu5Ac led to readily accessible and potent inhibitors of alpha-(2 -> 6)- and alpha-(2 -> 3)-sialyltransferases. The synthesis of a series of potential sialyltransferase inhibitors in which the neuraminyl residue is replaced by hetaryl methylphosphonate residues (thiazole, benzothiazole, benzoxazole, benzothiophene and thiophene) is described in this paper. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.08.016
• 作为产物：
  描述：

  2-噻吩甲醛 、 diallyl phosphite 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以94%的产率得到diallyl hydroxy-(thiophen-2-yl)-methylphosphonate
  参考文献：
  名称：

  Potential sialyltransferase inhibitors based on neuraminyl substitution by hetaryl rings

  摘要：

  Replacement of the neuraminyl residue by a wide range of aryl rings in transition-state analogs of CMP-Neu5Ac led to readily accessible and potent inhibitors of alpha-(2 -> 6)- and alpha-(2 -> 3)-sialyltransferases. The synthesis of a series of potential sialyltransferase inhibitors in which the neuraminyl residue is replaced by hetaryl methylphosphonate residues (thiazole, benzothiazole, benzoxazole, benzothiophene and thiophene) is described in this paper. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.08.016

文献信息

• Abramow; Kapustina, Zhurnal Obshchei Khimii, 1957, vol. 27, p. 173,175; engl. Ausg. S. 193, 195
  作者：Abramow、Kapustina

  DOI：——

  日期：——