ethyl (4R,5R,6S)-3-ethenyl-6-methoxy-6-methyl-4,5-bis[(2,2,2-trichloroacetyl)amino]nonanoate | 1015481-96-5

• 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: ethyl (4R,5R,6S)-3-ethenyl-6-methoxy-6-methyl-4,5-bis[(2,2,2-trichloroacetyl)amino]nonanoate
• CAS: 1015481-96-5
• 化学式: C₁₉H₂₈Cl₆N₂O₅
• 分子量: 577.16
• InChiKey: UPKUOFUMMPCRIE-MOLOCWRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (4R,5R,6S)-3-ethenyl-6-methoxy-6-methyl-4,5-bis[(2,2,2-trichloroacetyl)amino]nonanoate 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 生成 C₁₇H₂₄Cl₆N₂O₅
  参考文献：
  名称：

  Total synthesis of A-315675 based on the cascade Overman rearrangement

  摘要：

  The chiral and stereoselective total synthesis of A-315675 1, an antiinfluenza agent, is described. The vicinal diamino moiety in 1 was stereoselectively constructed by the cascade Overman rearrangement of a vicinal allylic-homoallylic diol derived from D-tartrate. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.080
• 作为产物：
  描述：

  2,2,2-trichloro-N-[(E,4R,5R,6S)-1-hydroxy-6-methoxy-6-methyl-5-[(2,2,2-trichloroacetyl)amino]non-2-en-4-yl]acetamide 、 原乙酸三乙酯 在 三甲基乙酸 作用下， 以 xylene 为溶剂， 以82%的产率得到ethyl (4R,5R,6S)-3-ethenyl-6-methoxy-6-methyl-4,5-bis[(2,2,2-trichloroacetyl)amino]nonanoate
  参考文献：
  名称：

  Total synthesis of A-315675 based on the cascade Overman rearrangement

  摘要：

  The chiral and stereoselective total synthesis of A-315675 1, an antiinfluenza agent, is described. The vicinal diamino moiety in 1 was stereoselectively constructed by the cascade Overman rearrangement of a vicinal allylic-homoallylic diol derived from D-tartrate. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.080

文献信息

• Total synthesis of A-315675 based on the cascade Overman rearrangement
  作者：Takayuki Momose、Naoto Hama、Chiharu Higashino、Hideyuki Sato、Noritaka Chida

  DOI：10.1016/j.tetlet.2007.12.080

  日期：2008.2

  The chiral and stereoselective total synthesis of A-315675 1, an antiinfluenza agent, is described. The vicinal diamino moiety in 1 was stereoselectively constructed by the cascade Overman rearrangement of a vicinal allylic-homoallylic diol derived from D-tartrate. (c) 2007 Elsevier Ltd. All rights reserved.