(1S,4R,1'S)-2,5-bis-[N-(1'-phenethyl)]-3,6-dioxo-1-methoxymethyl-2,5-diazabicyclo[4.2.2]decane | 473919-96-9

• 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: (1S,4R,1'S)-2,5-bis-[N-(1'-phenethyl)]-3,6-dioxo-1-methoxymethyl-2,5-diazabicyclo[4.2.2]decane
• 英文别名: (1S,6R)-1-(methoxymethyl)-7,9-bis[(1S)-1-phenylethyl]-7,9-diazabicyclo[4.2.2]decane-8,10-dione
• CAS: 473919-96-9
• 化学式: C₂₆H₃₂N₂O₃
• 分子量: 420.552
• InChiKey: VTQQTJLCTWIARC-ZYOGIXFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1S,4R,1'S)-2,5-bis-[N-(1'-phenethyl)]-3,6-dioxo-1-methoxymethyl-2,5-diazabicyclo[4.2.2]decane 在 盐酸 、 sodium 、 叔丁醇 作用下， 以 四氢呋喃 、 氨 为溶剂， 反应 60.08h， 生成 (2S,7R)-2-hydroxymethyl-2,7-diaminosuberic acid dihydrochloride
  参考文献：
  名称：

  Stereoselective synthesis of bis(α-amino acid) derivatives isosteric of cysteine. Part 4

  摘要：

  Enantiomerically pure alpha-alkyl derivatives with alpha,alpha'-diaminodicarboxylic acids isosteric with cysteine 8a,b,e, 9a,b,e and 10a,b,e have been synthesized starting from the glycine-derived chiral synthon (1'S,1"S)-1. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00262-8
• 作为产物：
  描述：

  溴甲基甲基醚 、 (1R,4R,1'S)-2,5-bis-[N,N-(1'-phenethyl)]-3,6-dioxo-2,5-diazabicyclo[4,2,2]decane 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以95%的产率得到(1S,4R,1'S)-2,5-bis-[N-(1'-phenethyl)]-3,6-dioxo-1-methoxymethyl-2,5-diazabicyclo[4.2.2]decane
  参考文献：
  名称：

  Stereoselective synthesis of bis(α-amino acid) derivatives isosteric of cysteine. Part 4

  摘要：

  Enantiomerically pure alpha-alkyl derivatives with alpha,alpha'-diaminodicarboxylic acids isosteric with cysteine 8a,b,e, 9a,b,e and 10a,b,e have been synthesized starting from the glycine-derived chiral synthon (1'S,1"S)-1. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00262-8

文献信息

• Stereoselective synthesis of bis(α-amino acid) derivatives isosteric of cysteine. Part 4
  作者：Federico Ferioli、Fabio Piccinelli、Gianni Porzi、Sergio Sandri

  DOI：10.1016/s0957-4166(02)00262-8

  日期：2002.6

  Enantiomerically pure alpha-alkyl derivatives with alpha,alpha'-diaminodicarboxylic acids isosteric with cysteine 8a,b,e, 9a,b,e and 10a,b,e have been synthesized starting from the glycine-derived chiral synthon (1'S,1"S)-1. (C) 2002 Elsevier Science Ltd. All rights reserved.