(3R,5R,6S)-3-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester | 390362-39-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (3R,5R,6S)-3-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (3R,5R,6S)-3-[(2S)-2-acetamido-3-methoxy-3-oxopropyl]-2-oxo-5,6-diphenylmorpholine-4-carboxylate
• CAS: 390362-39-7
• 化学式: C₂₇H₃₂N₂O₇
• 分子量: 496.56
• InChiKey: FIAVHSZEZRZBFM-AFXVXQJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3R,5R,6S)-3-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 (2R,4S)-2-Acetylamino-4-tert-butoxycarbonylamino-pentanedioic acid 5-((R)-1,2-diphenyl-ethyl) ester 1-methyl ester
  参考文献：
  名称：

  Radical reaction of Williams’ glycinate auxiliaries with α-amidoacrylates: synthesis of orthogonally functionalized (2R,4R)- and (2R,4S)-diaminoglutamic acids

  摘要：

  Orthogonally functionalized (2R.4S)- and (2R,4R)-diaminoglutamic acids 10, 11, and 12. 13 were obtained in three steps starting from (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate 5. employing a radical reaction of selenide 6 with methyl 2-acetamidoacrylate 7 as a key step. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01600-8
• 作为产物：
  描述：

  (2S,3R)-N-叔丁氧羰基-2,3-二苯基吗啉-6-酮 在 偶氮二异丁腈 、 三正丁基氢锡 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 生成 (3R,5R,6S)-3-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Radical reaction of Williams’ glycinate auxiliaries with α-amidoacrylates: synthesis of orthogonally functionalized (2R,4R)- and (2R,4S)-diaminoglutamic acids

  摘要：

  Orthogonally functionalized (2R.4S)- and (2R,4R)-diaminoglutamic acids 10, 11, and 12. 13 were obtained in three steps starting from (2S,3R)-(+)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate 5. employing a radical reaction of selenide 6 with methyl 2-acetamidoacrylate 7 as a key step. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01600-8