ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-pyrazin-2-one-3-methylene]benzene | 834882-95-0

• 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: ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-pyrazin-2-one-3-methylene]benzene
• CAS: 834882-95-0
• 化学式: C₄₀H₅₀N₄O₄
• 分子量: 650.861
• InChiKey: YQEAHLMEPAGKAF-NWJWHWDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.51
• 重原子数：
  48.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  83.8
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-pyrazin-2-one-3-methylene]benzene 在 氨 、 lithium 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 以85%的产率得到ortho-bis-[(3R,6S)-3,6-dihydro-5-ethoxy-6-isopropyl-pyrazin-2-one-3-methylene]benzene
  参考文献：
  名称：

  Stereoselective synthesis of pseudotripeptides incorporating uncommon bis-α-aminoacid derivatives and X-ray analysis. Part 3

  摘要：

  Stereoselective synthesis of pseudotripeptides 4, 5, 6, 8, 9, 13 and 14, incorporating an uncommon bis(alpha-aminoacid) derivative, has been accomplished starting from the L-valine derived chiral synthon 1. The configuration of the introduced stereogenic centres has been assigned on the basis of H-1 NMR spectroscopic data. The geometry of the tripeptides, deduced on the basis of H-1 NMR parameters and IR spectra, was confirmed by X-ray crystal structure analysis of 6. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.018
• 作为产物：
  描述：

  1,2-二(溴甲基)苯 、 (6S)-1-benzyl-5-ethoxy-3,6-dihydro-6-isopropylpyrazine-2-one 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到ortho-bis-[(3R,6S)-1-benzyl-3,6-dihydro-5-ethoxy-6-isopropyl-pyrazin-2-one-3-methylene]benzene
  参考文献：
  名称：

  Stereoselective synthesis of pseudotripeptides incorporating uncommon bis-α-aminoacid derivatives and X-ray analysis. Part 3

  摘要：

  Stereoselective synthesis of pseudotripeptides 4, 5, 6, 8, 9, 13 and 14, incorporating an uncommon bis(alpha-aminoacid) derivative, has been accomplished starting from the L-valine derived chiral synthon 1. The configuration of the introduced stereogenic centres has been assigned on the basis of H-1 NMR spectroscopic data. The geometry of the tripeptides, deduced on the basis of H-1 NMR parameters and IR spectra, was confirmed by X-ray crystal structure analysis of 6. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.11.018

文献信息

• Stereocontrolled synthesis of unnatural cyclic dipeptides containing an l-valine unit
  作者：Daniele Balducci、Alessandro Grandi、Gianni Porzi、Sergio Sandri

  DOI：10.1016/j.tetasy.2005.03.006

  日期：2005.4

  Stereoselective synthesis of unusual nonproteinogenic dipeptides 7a,b,d,e and h and 13b and i, containing an l-valine unit and a cyclic unnatural α-amino acid, has been accomplished starting from the l-valine derived chiral synthon 1. The absolute configurations of the new stereocentres were assigned on the basis of 1H NMR spectra.

  从L-缬氨酸衍生的手性合成子1开始，已经完成了包含L-缬氨酸单元和环状非天然α-氨基酸的不寻常的非蛋白二肽7a，b，d，e和h以及13b和i的立体选择性合成。新的立体中心的绝对构型是根据1 H NMR光谱确定的。