1-[(3'R,6'S)-1'-benzyl-5'-ethoxy-3',6'-dihydro-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-1''-benzyl-5''-ethoxy-3'',6''-dihydro-6''-isopropylpyrazin-3''-yl-2''-one]propane | 433735-04-7

• 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)-1'-benzyl-5'-ethoxy-3',6'-dihydro-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-1''-benzyl-5''-ethoxy-3'',6''-dihydro-6''-isopropylpyrazin-3''-yl-2''-one]propane
• 英文别名: (2R,5S)-4-benzyl-2-[3-[(2R,5S)-4-benzyl-6-ethoxy-3-oxo-5-propan-2-yl-2,5-dihydropyrazin-2-yl]propyl]-6-ethoxy-5-propan-2-yl-2,5-dihydropyrazin-3-one
• CAS: 433735-04-7
• 化学式: C₃₅H₄₈N₄O₄
• 分子量: 588.791
• InChiKey: IMKSCMIWLJJUKA-VKONIRKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  43
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  83.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-[(3'R,6'S)-1'-benzyl-5'-ethoxy-3',6'-dihydro-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-1''-benzyl-5''-ethoxy-3'',6''-dihydro-6''-isopropylpyrazin-3''-yl-2''-one]propane 在 盐酸 、 氨 、 sodium 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 1.08h， 生成 (3R,7R)-3,7-Diamino-3,7-bis-((S)-1-carboxy-2-methyl-propylcarbamoyl)-heptanoic acid; compound with GENERIC INORGANIC NEUTRAL COMPONENT
  参考文献：
  名称：

  A new stereocontrolled synthesis of uncommon tripeptides derived from 2,6-diaminopimelic acid (2,6-DAP)

  摘要：

  The stereocontrolled synthesis of uncommon tripeptides 8 and 11a-c, structural variants of 2,6-diaminopimelic acid. was carried out starting from the mono-lactim ether 1 easily obtained from L-valine. The configurations of the introduced stereogenic centers were assigned on the basis of H-1 NMR spectroscopic data. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00002-2
• 作为产物：
  描述：

  N-苄基-L-缬氨酸甲酯 在 TEA 、 氨 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-[(3'R,6'S)-1'-benzyl-5'-ethoxy-3',6'-dihydro-6'-isopropylpyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-1''-benzyl-5''-ethoxy-3'',6''-dihydro-6''-isopropylpyrazin-3''-yl-2''-one]propane
  参考文献：
  名称：

  A new stereocontrolled synthesis of uncommon tripeptides derived from 2,6-diaminopimelic acid (2,6-DAP)

  摘要：

  The stereocontrolled synthesis of uncommon tripeptides 8 and 11a-c, structural variants of 2,6-diaminopimelic acid. was carried out starting from the mono-lactim ether 1 easily obtained from L-valine. The configurations of the introduced stereogenic centers were assigned on the basis of H-1 NMR spectroscopic data. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00002-2

文献信息

• Unusual peptides containing the 2,6-diaminopimelic acid framework: Stereocontrolled synthesis, X-ray analysis, and computational modelling. Part 2
  作者：R. Galeazzi、M. Garavelli、A. Grandi、M. Monari、G. Porzi、S. Sandri

  DOI：10.1016/s0957-4166(03)00541-x

  日期：2003.9

  The stereocontrolled synthesis of peptides 6, 9 and 14, structural variants of 2,6-diaminopimelic acid, was carried out starting from the chiral synthon 1, easily obtained from l-valine. The configuration of the introduced stereogenic centres has been assigned on the basis of 1H NMR spectroscopic data. X-Ray crystal structure and conformation analysis of 5 are also reported.

  肽的合成立体控制6，9和14，2,6-二氨基庚二酸的结构变体，进行从手性合成子开始1，从L-缬氨酸容易地得到。引入的立体异构中心的构型已基于1 H NMR光谱数据进行了分配。还报道了X射线晶体的结构和5的构象分析。