diethyl N-<4-(2-formylethyl)benzoyl>-L-glutamate | 141019-26-3

• 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: diethyl N-<4-(2-formylethyl)benzoyl>-L-glutamate
• 英文别名: diethyl (2S)-2-[[4-(3-oxopropyl)benzoyl]amino]pentanedioate
• CAS: 141019-26-3
• 化学式: C₁₉H₂₅NO₆
• 分子量: 363.411
• InChiKey: BATAYOJNUMZFPM-INIZCTEOSA-N

物化性质

• 沸点：
  530.3±50.0 °C(Predicted)
• 密度：
  1.150±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  98.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl N-<4-(2-formylethyl)benzoyl>-L-glutamate 在 sodium tetrahydroborate 、 sodium azide 、 TEA 、 水 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 diethyl N-<4-(3-aminopropyl)benzoyl>-L-glutamate
  参考文献：
  名称：

  Novel 5-desmethylene analogs of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid as potential anticancer agents

  摘要：

  The synthesis and biological activity of novel 5-desmethylene analogues of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF), a potent antitumor agent presently undergoing clinical trials, are described. These compounds are representative of a new series of optically pure analogues of DDATHF.

  DOI：

  10.1021/jo00037a047
• 作为产物：
  描述：

  4-碘苯甲酰基-L-谷氨酸二乙酯 、 烯丙醇 在 palladium diacetate 4 A molecular sieve 、 四丁基溴化铵 、 碳酸氢钠 作用下， 反应 72.0h， 以74%的产率得到diethyl N-<4-(2-formylethyl)benzoyl>-L-glutamate
  参考文献：
  名称：

  Novel 5-desmethylene analogs of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid as potential anticancer agents

  摘要：

  The synthesis and biological activity of novel 5-desmethylene analogues of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF), a potent antitumor agent presently undergoing clinical trials, are described. These compounds are representative of a new series of optically pure analogues of DDATHF.

  DOI：

  10.1021/jo00037a047

文献信息

• A NOVEL CRYSTALLINE FORM OF DISODIUM N-[4-[2-(2-AMINO-4,7-DIHYDRO-4-OXO-3H-PYRROLO[2,3-D]-PYRIMIDIN-5-YL)ETHYL]BENZOYL]-L-GLUTAMIC ACID SALT AND PROCESSES THEREFOR
  申请人：ELI LILLY AND COMPANY

  公开号：EP1212325A2

  公开（公告）日：2002-06-12
• [EN] A NOVEL CRYSTALLINE FORM OF DISODIUM N-[4-[2-(2-AMINO-4,7-DIHYDRO-4-OXO-3H-PYRROLO[2,3-D]-PYRIMIDIN-5-YL)ETHYL]BENZOYL]-L-GLUTAMIC ACID SALT AND PROCESSES THEREFOR<br/>[FR] NOUVELLE FORME CRISTALLINE DE DISODIUM N-[4-[2-(2-AMINO-4,7-DIHYDRO-4-OXO-3H-PYRROLO[2,3-D]-PYRIMIDIN-5-YL)ETHYL]BENZOYL]-L- SEL D'ACIDE GLUTAMIQUE ET PROCEDES DE PREPARATION
  申请人：LILLY CO ELI

  公开号：WO2001014379A2

  公开（公告）日：2001-03-01

  The invention relates to the field of organic and pharmaceutical chemistry and provides an improved process for preparing the multi-targeted antifolate N-[4-[2-(2-amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid and crystals thereof.
• Novel 5-desmethylene analogs of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid as potential anticancer agents
  作者：Edward C. Taylor、Paul Gillespie、Mona Patel

  DOI：10.1021/jo00037a047

  日期：1992.5

  The synthesis and biological activity of novel 5-desmethylene analogues of 5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF), a potent antitumor agent presently undergoing clinical trials, are described. These compounds are representative of a new series of optically pure analogues of DDATHF.