1-[(3'R,6'S)-3'-allyl-1'-benzyl-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 | 433735-10-5

• 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'-allyl-1'-benzyl-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: (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-2-propan-2-yl-5-prop-2-enyl-2H-pyrazin-6-one
• CAS: 433735-10-5
• 化学式: C₃₈H₅₂N₄O₄
• 分子量: 628.855
• InChiKey: YSYWZEPIBYWLCX-UDVDJYOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  46
• 可旋转键数：
  16
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 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)-3'-allyl-1'-benzyl-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'-allyl-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：

  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 2.0h， 生成 1-[(3'R,6'S)-3'-allyl-1'-benzyl-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

文献信息

• A new stereocontrolled synthesis of uncommon tripeptides derived from 2,6-diaminopimelic acid (2,6-DAP)
  作者：Francesca Paradisi、Gianni Porzi、Sergio Sandri

  DOI：10.1016/s0957-4166(02)00002-2

  日期：2001.12

  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.