Acetic acid (2S,5R,6S)-5-acetoxymethyl-2-isopropyl-1-methyl-3-oxo-1,2,3,4,5,6-hexahydro-benzo[e][1,4]diazocin-6-yl ester | 444184-17-2

• 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: Acetic acid (2S,5R,6S)-5-acetoxymethyl-2-isopropyl-1-methyl-3-oxo-1,2,3,4,5,6-hexahydro-benzo[e][1,4]diazocin-6-yl ester
• CAS: 444184-17-2
• 化学式: C₁₉H₂₆N₂O₅
• 分子量: 362.426
• InChiKey: LQUSTKDZPQNZPD-NJAFHUGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.81
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  84.94
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,5R,6S)-5-acetoxymethyl-2-isopropyl-1-methyl-3-oxo-1,2,3,4,5,6-hexahydro-benzo[e][1,4]diazocin-6-yl ester 在 benzyltrimethylammonium tribromide 、 calcium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到[(2S,5R,6S)-6-acetyloxy-8-bromo-1-methyl-3-oxo-2-propan-2-yl-2,4,5,6-tetrahydro-1,4-benzodiazocin-5-yl]methyl acetate
  参考文献：
  名称：

  Synthesis and Modeling Study of (2S,5R,6R)- and (2S,5R,6S)-6-Hydroxy- 8-(1-decynyl)-benzolactam-V8 as Protein Kinase C Modulators

  摘要：

  [GRAPHICS]Both (2S,5R,6R)- and (2S,5R,6S)-6-hydroxy-8-(1-decynyl)benzolactam-V8 were designed and synthesized as PKC modulators. Biological assays reveal the (6R)-ligand to be 20-fold more potent than its (6S)-counterpart in binding to PKCalpha.

  DOI：

  10.1021/ol026013u
• 作为产物：
  描述：

  (2S,5R,6S)-6-hydroxy-5-(hydroxymethyl)-2-propan-2-yl-2,4,5,6-tetrahydro-1H-1,4-benzodiazocin-3-one 在 吡啶 、 sodium cyanoborohydride 、 溶剂黄146 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 13.0h， 生成 Acetic acid (2S,5R,6S)-5-acetoxymethyl-2-isopropyl-1-methyl-3-oxo-1,2,3,4,5,6-hexahydro-benzo[e][1,4]diazocin-6-yl ester
  参考文献：
  名称：

  Synthesis and Modeling Study of (2S,5R,6R)- and (2S,5R,6S)-6-Hydroxy- 8-(1-decynyl)-benzolactam-V8 as Protein Kinase C Modulators

  摘要：

  [GRAPHICS]Both (2S,5R,6R)- and (2S,5R,6S)-6-hydroxy-8-(1-decynyl)benzolactam-V8 were designed and synthesized as PKC modulators. Biological assays reveal the (6R)-ligand to be 20-fold more potent than its (6S)-counterpart in binding to PKCalpha.

  DOI：

  10.1021/ol026013u