(R_S,S)-N-(p-methoxyphenyl)-1-[1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]ethylamine | 496839-41-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R_S,S)-N-(p-methoxyphenyl)-1-[1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]ethylamine
• 英文别名: 4-methoxy-N-[(1S)-1-[1-[(R)-[2,4,6-tri(propan-2-yl)phenyl]sulfinyl]naphthalen-2-yl]ethyl]aniline
• CAS: 496839-41-9
• 化学式: C₃₄H₄₁NO₂S
• 分子量: 527.771
• InChiKey: ZYUZPOXJFTZKOB-OZVCKUFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  38
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  57.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R_S,S)-N-(p-methoxyphenyl)-1-[1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]ethylamine 在 六甲基磷酰三胺 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以42%的产率得到(S)-N-(p-methoxyphenyl)-1-(2-naphthyl)ethylamine
  参考文献：
  名称：

  Diastereoselective reaction of [1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]methanimines via diastereomeric rotamers

  摘要：

  The reactions of various (1-sulfinyl-2-naphthyl)methanimines with alkyllithium reagents were examined. Naphthylmethanimines bearing a 2,4,6-triisopropylphenylsulfinyl group gave the (R*(S), S*)-products as a single diastereomer, possibly derived from the predominant rotamer around the C-S bond axis. The reaction of chiral [1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]methanimine with MeLi and subsequent elimination of the sulfinyl group afforded optically active 1-(2-naphthyl)ethylamine. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00379-8
• 作为产物：
  描述：

  (R)-1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthaldehyde 在 四氯化钛 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 0.75h， 生成 (R_S,S)-N-(p-methoxyphenyl)-1-[1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]ethylamine
  参考文献：
  名称：

  Diastereoselective reaction of [1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]methanimines via diastereomeric rotamers

  摘要：

  The reactions of various (1-sulfinyl-2-naphthyl)methanimines with alkyllithium reagents were examined. Naphthylmethanimines bearing a 2,4,6-triisopropylphenylsulfinyl group gave the (R*(S), S*)-products as a single diastereomer, possibly derived from the predominant rotamer around the C-S bond axis. The reaction of chiral [1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]methanimine with MeLi and subsequent elimination of the sulfinyl group afforded optically active 1-(2-naphthyl)ethylamine. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00379-8

文献信息

• Diastereoselective reaction of [1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]methanimines via diastereomeric rotamers
  作者：Shuichi Nakamura、Hiroki Yasuda、Takeshi Toru

  DOI：10.1016/s0957-4166(02)00379-8

  日期：2002.8

  The reactions of various (1-sulfinyl-2-naphthyl)methanimines with alkyllithium reagents were examined. Naphthylmethanimines bearing a 2,4,6-triisopropylphenylsulfinyl group gave the (R*(S), S*)-products as a single diastereomer, possibly derived from the predominant rotamer around the C-S bond axis. The reaction of chiral [1-(2,4,6-triisopropylphenylsulfinyl)-2-naphthyl]methanimine with MeLi and subsequent elimination of the sulfinyl group afforded optically active 1-(2-naphthyl)ethylamine. (C) 2002 Elsevier Science Ltd. All rights reserved.