dimethyl 4-<3-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1,1-dimethyl-1-sila-2-propynyl>benzoyl-L-glutamate | 221239-43-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl 4-<3-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1,1-dimethyl-1-sila-2-propynyl>benzoyl-L-glutamate
• CAS: 221239-43-6
• 化学式: C₂₉H₃₅N₅O₇Si
• 分子量: 593.712
• InChiKey: UEFNBUZZEXTMJN-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  172.34
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  dimethyl 4-<3-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1,1-dimethyl-1-sila-2-propynyl>benzoyl-L-glutamate 在 palladium dihydroxide 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 以68%的产率得到dimethyl 4-<3-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1,1-dimethyl-1-silapropyl>benzoyl-L-glutamate
  参考文献：
  名称：

  Potential silicon-containing antifolates

  摘要：

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01207-1
• 作为产物：
  描述：

  4-(ethynyldimethylsilyl)benzaldehyde 在 N-甲基吗啉 、 sodium dihydrogenphosphate 、 copper(l) iodide 、 四(三苯基膦)钯 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 双氧水 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 6.0h， 生成 dimethyl 4-<3-(2-pivaloylamino-4(3H)-oxo-7H-pyrrolo<2,3-d>pyrimidin-5-yl)-1,1-dimethyl-1-sila-2-propynyl>benzoyl-L-glutamate
  参考文献：
  名称：

  Potential silicon-containing antifolates

  摘要：

  Novel silicon-containing folate derivatives were synthesized as potential inhibitors of folate-dependent enzymes in an attempt to develop more effective antitumor agents. A dimethylsilyl moiety was inserted into the sidechain of two known antifolates with the aim of improving passive transport properties and sidechain conformational flexibility. An efficient, convergent palladium-catalyzed coupling methodology was used to link known heterocycles to novel, highly functionalized vinyl and ethynyl silanes. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01207-1