N-((1-hydroxynaphthalen-2-yl)(4-nitrophenyl)methyl)-4-methylbenzenesulfonamide | 1264626-13-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-((1-hydroxynaphthalen-2-yl)(4-nitrophenyl)methyl)-4-methylbenzenesulfonamide
• 英文别名: N-[(S)-(1-hydroxynaphthalen-2-yl)-(4-nitrophenyl)methyl]-4-methylbenzenesulfonamide
• CAS: 1264626-13-2
• 化学式: C₂₄H₂₀N₂O₅S
• 分子量: 448.499
• InChiKey: LCYOUBIDTQYALS-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  萘酚 、 N-tosyl-4-nitrobenzaldimine 在 4-((S)-(phenanthren-9-yloxy)((2R,4S,8R)-8-vinylquinuclidin-2-yl)methyl)quinolin-6-ol 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以88%的产率得到N-((1-hydroxynaphthalen-2-yl)(4-nitrophenyl)methyl)-4-methylbenzenesulfonamide
  参考文献：
  名称：

  Organocatalytic Enantioselective Friedel−Crafts Reactions of 1-Naphthols with Aldimines

  摘要：

  An organocatalytic enantioselective Friedel Crafts reaction of 1-naphthols with aldimines has been developed. The method affords a direct access to chiral aminoarylnaphthols in good yields and with good to high enantioselectivities.

  DOI：

  10.1021/ol102987n

文献信息

• <i>Cinchona</i> alkaloid derivatives catalyzed asymmetric <i>aza-</i> Friedel-crafts reaction of α-naphthols with aryl aldimines
  作者：Ya Wei Li、Li Ming Wang、Ying Jin、Sheng Chang

  DOI：10.1002/chir.22714

  日期：2017.8

  Cinchona alkaloid derivatives as organocatalysts were applied in the asymmetric aza‐Friedel–Crafts reaction of α‐naphthol with aryl aldimines. The desired chiral aminoarylnaphthols were obtained in 85% enantiomeric excess.

  金鸡纳生物碱衍生物作为有机催化剂被用于α-萘酚与芳基醛亚胺的不对称氮杂-Friedel-Crafts反应。以85％的对映异构体过量获得所需的手性氨基芳基萘。
• Organocatalytic Enantioselective Friedel−Crafts Reactions of 1-Naphthols with Aldimines
  作者：Guixia Liu、Shilei Zhang、Hao Li、Tangzhi Zhang、Wei Wang

  DOI：10.1021/ol102987n

  日期：2011.3.4

  An organocatalytic enantioselective Friedel Crafts reaction of 1-naphthols with aldimines has been developed. The method affords a direct access to chiral aminoarylnaphthols in good yields and with good to high enantioselectivities.