1-[(3'R,6'S)-3',6'-dihydro-5'-ethoxy-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-3'',6''-dihydro-5''-ethoxy-6''-isopropylpyrazin-3''-yl-2''-one]-2-methylenepropane | 699009-63-7

• 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: 1-[(3'R,6'S)-3',6'-dihydro-5'-ethoxy-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-3'',6''-dihydro-5''-ethoxy-6''-isopropylpyrazin-3''-yl-2''-one]-2-methylenepropane
• CAS: 699009-63-7
• 化学式: C₂₂H₃₆N₄O₄
• 分子量: 420.552
• InChiKey: NTKZYMMTFAIISU-BDXSIMOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.24
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  101.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-[(3'R,6'S)-3',6'-dihydro-5'-ethoxy-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-3'',6''-dihydro-5''-ethoxy-6''-isopropylpyrazin-3''-yl-2''-one]-2-methylenepropane 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以100%的产率得到(S)-2-[(2R,6R)-2,6-Diamino-6-((S)-1-ethoxycarbonyl-2-methyl-propylcarbamoyl)-4-methylene-hexanoylamino]-3-methyl-butyric acid ethyl ester; compound with GENERIC INORGANIC NEUTRAL COMPONENT
  参考文献：
  名称：

  Enantioselective synthesis of pseudotripeptides incorporating a γ-methylene derivative of 2,6-diaminopimelic acid: Part 6

  摘要：

  An efficient enantioselective synthesis of pseudotripeptides 5, 8a-d and 13a and b incorporating a 2,6-diamino-4-methylene-1,7-heptandioic acid residue, has been accomplished starting from the glycine derived chiral synthon 1 (from L-valine). The absolute configuration of the new stereocentres was assigned on the basis of H-1 NMR spectra. The geometry of derivative 4 was deduced on the basis of H-1 NMR parameters (delta(NH) value, temperature coefficient, delta(NH) change upon addition of DMSO or CD3OD, NOE studies) and IR spectra. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.005
• 作为产物：
  描述：

  1-[(3'R,6'S)-1'-benzyl-3',6'-dihydro-5'-ethoxy-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-1''-benzyl-3'',6''-dihydro-5''-ethoxy-6''-isopropylpyrazin-3''-yl-2''-one]-2-methylenepropane 在 氨 、 lithium 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 0.08h， 以100%的产率得到1-[(3'R,6'S)-3',6'-dihydro-5'-ethoxy-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-3'',6''-dihydro-5''-ethoxy-6''-isopropylpyrazin-3''-yl-2''-one]-2-methylenepropane
  参考文献：
  名称：

  Enantioselective synthesis of pseudotripeptides incorporating a γ-methylene derivative of 2,6-diaminopimelic acid: Part 6

  摘要：

  An efficient enantioselective synthesis of pseudotripeptides 5, 8a-d and 13a and b incorporating a 2,6-diamino-4-methylene-1,7-heptandioic acid residue, has been accomplished starting from the glycine derived chiral synthon 1 (from L-valine). The absolute configuration of the new stereocentres was assigned on the basis of H-1 NMR spectra. The geometry of derivative 4 was deduced on the basis of H-1 NMR parameters (delta(NH) value, temperature coefficient, delta(NH) change upon addition of DMSO or CD3OD, NOE studies) and IR spectra. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.005