1-[(3'R,6'S)-1'-benzyl-3'-benzyloxycarbonylmethyl-5'-ethoxy-(6'H)-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 | 433735-11-6

• 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-3'-benzyloxycarbonylmethyl-5'-ethoxy-(6'H)-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: benzyl 2-[(2S,5R)-1-benzyl-5-[3-[(2R,5S)-4-benzyl-6-ethoxy-3-oxo-5-propan-2-yl-2,5-dihydropyrazin-2-yl]propyl]-3-ethoxy-6-oxo-2-propan-2-yl-2H-pyrazin-5-yl]acetate
• CAS: 433735-11-6
• 化学式: C₄₄H₅₆N₄O₆
• 分子量: 736.952
• InChiKey: SVTBFYIXCHKMEW-WFNRBWAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  54
• 可旋转键数：
  19
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[(3'R,6'S)-1'-benzyl-3'-benzyloxycarbonylmethyl-5'-ethoxy-(6'H)-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 氨 、 sodium 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 0.08h， 以90%的产率得到1-[(3'R,6'S)-3'-carboxymethylen-5'-ethoxy-(6'H)-6'-isopropyl-1'H-pyrazin-3'-yl-2'-one]-3-[(3''R,6''S)-5''-ethoxy-3'',6''-dihydro-6''-isopropyl-1''H-pyrazin-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
• 作为产物：
  描述：

  (6S)-1-benzyl-6-isopropylpiperazine-2,5-dione 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 1-[(3'R,6'S)-1'-benzyl-3'-benzyloxycarbonylmethyl-5'-ethoxy-(6'H)-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