(E)-β-ethyl-tetrahydro-α-hydroxy-8,8-dimethyl-γ-oxo-3H-3a,6-methano-2,1-benzisothiazole-1(4H)-butanal 1-[O-(phenylmethyl)oxime] 2,2-dioxide | 1191898-77-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (E)-β-ethyl-tetrahydro-α-hydroxy-8,8-dimethyl-γ-oxo-3H-3a,6-methano-2,1-benzisothiazole-1(4H)-butanal 1-[O-(phenylmethyl)oxime] 2,2-dioxide
• CAS: 1191898-77-7
• 化学式: C₂₃H₃₂N₂O₅S
• 分子量: 448.583
• InChiKey: HPQFPLOJZGFLPB-QSLGHBOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  96.27
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  三乙基硼 、 在 三甲基铝 、 氧气 、 水 、 碳酸氢钠 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 0.75h， 生成 (Z)-β-ethyl-tetrahydro-α-hydroxy-8,8-dimethyl-γ-oxo-3H-3a,6-methano-2,1-benzisothiazole-1(4H)-butanal 1-[O-(phenylmethyl)oxime] 2,2-dioxide 、 (E)-β-ethyl-tetrahydro-α-hydroxy-8,8-dimethyl-γ-oxo-3H-3a,6-methano-2,1-benzisothiazole-1(4H)-butanal 1-[O-(phenylmethyl)oxime] 2,2-dioxide 、 (Z)-β-ethyl-tetrahydro-α-hydroxy-8,8-dimethyl-γ-oxo-3H-3a,6-methano-2,1-benzisothiazole-1(4H)-butanal 1-[O-(phenylmethyl)oxime] 2,2-dioxide 、 (E)-β-ethyl-tetrahydro-α-hydroxy-8,8-dimethyl-γ-oxo-3H-3a,6-methano-2,1-benzisothiazole-1(4H)-butanal 1-[O-(phenylmethyl)oxime] 2,2-dioxide
  参考文献：
  名称：

  Aerobic Hydroxylation of N-Borylenamine: Triethylborane-Mediated Hydroxyalkylation of α,β-Unsaturated Oxime Ether

  摘要：

  Intermolecular hydroxyalkylation of alpha,beta-unsaturated imines Involving Et3B-mediated regioselective alkyl radical addition and subsequent hydroxylation with molecular oxygen has been developed, In which N-borylenamine generated by trapping of the enaminyl radical with Et3B was a key intermediate in the proposed aerobic hydroxylation mechanism.

  DOI：

  10.1021/ol901912j