1-O-benzyl 2-O-(9H-fluoren-9-ylmethyl) (3R)-3-[[(2S)-1-[methyl-[(2R)-4-methyl-1-[(6S)-6-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]-2-phenylmethoxycarbonyldiazinan-1-yl]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]-phenylmethoxycarbamoyl]diazinane-1,2-dicarboxylate | 439292-96-3

• 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-O-benzyl 2-O-(9H-fluoren-9-ylmethyl) (3R)-3-[[(2S)-1-[methyl-[(2R)-4-methyl-1-[(6S)-6-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]-2-phenylmethoxycarbonyldiazinan-1-yl]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]-phenylmethoxycarbamoyl]diazinane-1,2-dicarboxylate
• CAS: 439292-96-3
• 化学式: C₆₃H₇₄N₈O₁₃
• 分子量: 1151.33
• InChiKey: VYZOECDNJFRAFX-HUUUODFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  84
• 可旋转键数：
  22
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  226
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  1-O-benzyl 2-O-(9H-fluoren-9-ylmethyl) (3R)-3-[[(2S)-1-[methyl-[(2R)-4-methyl-1-[(6S)-6-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]-2-phenylmethoxycarbonyldiazinan-1-yl]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]-phenylmethoxycarbamoyl]diazinane-1,2-dicarboxylate 在 二乙胺 作用下， 以 乙腈 为溶剂， 反应 0.25h， 以83%的产率得到(S)-2-[(R)-2-({(S)-2-[Benzyloxy-((R)-1-benzyloxycarbonyl-hexahydro-pyridazine-3-carbonyl)-amino]-propionyl}-methyl-amino)-4-methyl-pentanoyl]-3-(N'-tert-butoxycarbonyl-hydrazinocarbonyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Synthetic Route to the GE3 Cyclodepsipeptide

  摘要：

  [GRAPHICS]A reasonably efficient [2 + 2 + 2] fragment condensation strategy has been developed for assembling the cyclodepsipeptide sector of GE3 that involves 5-7. A Carpino HATU-mediated macrolactamization was used to close the 19-membered cyclodepsipeptide ring.

  DOI：

  10.1021/ol025895u
• 作为产物：
  描述：

  (S)-3-(N'-tert-Butoxycarbonyl-hydrazinocarbonyl)-2-{(R)-2-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-4-methyl-pentanoyl}-tetrahydro-pyridazine-1-carboxylic acid benzyl ester 在 2,3,5-三甲基吡啶 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 二乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 16.58h， 生成 1-O-benzyl 2-O-(9H-fluoren-9-ylmethyl) (3R)-3-[[(2S)-1-[methyl-[(2R)-4-methyl-1-[(6S)-6-[[(2-methylpropan-2-yl)oxycarbonylamino]carbamoyl]-2-phenylmethoxycarbonyldiazinan-1-yl]-1-oxopentan-2-yl]amino]-1-oxopropan-2-yl]-phenylmethoxycarbamoyl]diazinane-1,2-dicarboxylate
  参考文献：
  名称：

  Synthetic Route to the GE3 Cyclodepsipeptide

  摘要：

  [GRAPHICS]A reasonably efficient [2 + 2 + 2] fragment condensation strategy has been developed for assembling the cyclodepsipeptide sector of GE3 that involves 5-7. A Carpino HATU-mediated macrolactamization was used to close the 19-membered cyclodepsipeptide ring.

  DOI：

  10.1021/ol025895u

文献信息

• Synthetic Route to the GE3 Cyclodepsipeptide
  作者：Karl J. Hale、Linos Lazarides

  DOI：10.1021/ol025895u

  日期：2002.5.1

  [GRAPHICS]A reasonably efficient [2 + 2 + 2] fragment condensation strategy has been developed for assembling the cyclodepsipeptide sector of GE3 that involves 5-7. A Carpino HATU-mediated macrolactamization was used to close the 19-membered cyclodepsipeptide ring.