(S)-1-Phenyl-3-[(2,4,6-triisopropylphenyl)sulfinyl]-4-(trimethylsilyl)butan-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-1-Phenyl-3-[(2,4,6-triisopropylphenyl)sulfinyl]-4-(trimethylsilyl)butan-1-ol
• 英文别名: (1S)-1-phenyl-4-trimethylsilyl-3-[(S)-[2,4,6-tri(propan-2-yl)phenyl]sulfinyl]butan-1-ol
• 化学式: C₂₈H₄₄O₂SSi
• 分子量: 472.808
• InChiKey: XDGLEEJGQJVJBG-YQZRJDOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.99
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (S)-1,1-Diethoxy-3-[(2,4,6-triisopropylphenyl)sulfinyl]propane 在 三氟乙酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 15.5h， 生成 (S)-1-Phenyl-3-[(2,4,6-triisopropylphenyl)sulfinyl]-4-(trimethylsilyl)butan-1-ol 、 (R)-1-Phenyl-3-[(2,4,6-triisopropylphenyl)sulfinyl]-4-(trimethylsilyl)butan-1-ol
  参考文献：
  名称：

  1,4-Asymmetric reduction of γ-keto sulfoxides bearing the 2,4,6-triisopropylphenyl group

  摘要：

  Reduction of gamma-keto sulfoxides bearing the 2,4,6-triisopropylphenyl group with DIBAL gives gamma-hydroxy sulfoxides with high stereoselectivity in the ratio 95:5. In comparison with the lower stereoselectivities obtained in the reaction of gamma-keto sulfoxides bearing p-tolyl or 2,4,6-trimethylphenyl groups, the sterically bulky (2,4,6-triisopropylphenyl)sulfinyl group is extremely efficient in effecting high 1,4-remote asymmetric induction.

  DOI：

  10.1039/b004782l

文献信息

• 1,4-Asymmetric reduction of γ-keto sulfoxides bearing the 2,4,6-triisopropylphenyl group
  作者：Shuichi Nakamura、Masayuki Kuroyanagi、Yoshihiko Watanabe、Takeshi Toru

  DOI：10.1039/b004782l

  日期：——

  Reduction of gamma-keto sulfoxides bearing the 2,4,6-triisopropylphenyl group with DIBAL gives gamma-hydroxy sulfoxides with high stereoselectivity in the ratio 95:5. In comparison with the lower stereoselectivities obtained in the reaction of gamma-keto sulfoxides bearing p-tolyl or 2,4,6-trimethylphenyl groups, the sterically bulky (2,4,6-triisopropylphenyl)sulfinyl group is extremely efficient in effecting high 1,4-remote asymmetric induction.