dimethyl N-<4-<3-(2-pivaloylamino-4(3H)-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)-1,1-dimethyl-1-silapropyl>benzoyl>-L-glutamate | 221238-95-5

• 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 N-<4-<3-(2-pivaloylamino-4(3H)-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)-1,1-dimethyl-1-silapropyl>benzoyl>-L-glutamate
• 英文别名: dimethyl (2S)-2-[[4-[2-[2-(2,2-dimethylpropanoylamino)-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[2,3-d]pyrimidin-6-yl]ethyl-dimethylsilyl]benzoyl]amino]pentanedioate
• CAS: 221238-95-5
• 化学式: C₃₀H₄₃N₅O₇Si
• 分子量: 613.786
• InChiKey: ZRAQDFYIAHYXIO-YSYXNDDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.57
• 重原子数：
  43.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  168.58
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  dimethyl N-<4-<3-(2-pivaloylamino-4(3H)-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)-1,1-dimethyl-1-silapropyl>benzoyl>-L-glutamate 在 sodium hydroxide 作用下， 反应 72.0h， 以80%的产率得到N-<4-<3-(2-amino-4(3H)-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-yl)-1,1-dimethyl-1-silapropyl>benzoyl>-L-glutamic acid
  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-(vinyldimethylsilyl)benzoic acid 在 platinum(IV) oxide N-甲基吗啉 、 copper(l) iodide 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 氢气 、 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 甲醇 、 乙腈 为溶剂， 4.0~25.0 ℃ 、344.74 kPa 条件下， 反应 26.0h， 生成 dimethyl N-<4-<3-(2-pivaloylamino-4(3H)-oxo-5,6,7,8-tetrahydropyrido<2,3-d>pyrimidin-6-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