(2S,4S)-2-(tert-Butoxycarbonylamino-methyl)-4-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester | 686288-01-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (2S,4S)-2-(tert-Butoxycarbonylamino-methyl)-4-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester
• CAS: 686288-01-7
• 化学式: C₂₆H₄₄N₂O₇
• 分子量: 496.645
• InChiKey: RDUPCPGTWDKPHU-LECJTBJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  123.52
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,4S)-2-(tert-Butoxycarbonylamino-methyl)-4-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester 在 盐酸 、 柠檬酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 98.0h， 生成 (2S,4S)-4-Aminomethyl-5-oxo-pyrrolidine-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Enantioselective synthesis of new 4-substituted glutamic acid derivatives

  摘要：

  Several new 4-substituted glutamic acid derivatives are described: 4-phosphinomethyl glutamic acid derivatives were prepared starting from (2S)-N-Boc-tert-butyl-4-methylene glutamate. The 4-carboxymethyl and 4-aminomethyl glutamic acid derivatives were obtained using asymmetric 1,4-addition conjugate of the enolate of Schiff base I to unsaturated esters. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.006
• 作为产物：
  描述：

  1,1-dimethylethyl N-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylidene]glycinate 、 (2Z)-2-[({[(2-甲基-2-丙基)氧基]羰基}氨基)甲基]-2-丁烯酸 在 甲基溴化镁 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.83h， 以35%的产率得到(2S,4R)-2-(tert-Butoxycarbonylamino-methyl)-4-[(1R,2R,5R)-2-hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester
  参考文献：
  名称：

  Enantioselective synthesis of new 4-substituted glutamic acid derivatives

  摘要：

  Several new 4-substituted glutamic acid derivatives are described: 4-phosphinomethyl glutamic acid derivatives were prepared starting from (2S)-N-Boc-tert-butyl-4-methylene glutamate. The 4-carboxymethyl and 4-aminomethyl glutamic acid derivatives were obtained using asymmetric 1,4-addition conjugate of the enolate of Schiff base I to unsaturated esters. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.01.006