(S)-1,1-Diethoxy-3-[(2,4,6-triisopropylphenyl)sulfinyl]propane | 312310-63-7

• 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)-1,1-Diethoxy-3-[(2,4,6-triisopropylphenyl)sulfinyl]propane
• 英文别名: 2-[(S)-3,3-diethoxypropylsulfinyl]-1,3,5-tri(propan-2-yl)benzene
• CAS: 312310-63-7
• 化学式: C₂₂H₃₈O₃S
• 分子量: 382.608
• InChiKey: AEQQUUSMCYLZTG-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  54.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-1,1-Diethoxy-3-[(2,4,6-triisopropylphenyl)sulfinyl]propane 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以87%的产率得到(S)-3-[(2,4,6-Triisopropylphenyl)sulfinyl]propanal
  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
• 作为产物：
  描述：

  3-bromopropinaldehyde diethyl acetal 、 (R)-(-)-Diacetoneglucosyl 2,4,6-triisopropylbenzenesulfinate 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以91%的产率得到(S)-1,1-Diethoxy-3-[(2,4,6-triisopropylphenyl)sulfinyl]propane
  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.