(R)-2-(6-hydroxy-naphthalen-2-yl)-propionicacid tert-butyl ester | 1186386-37-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-2-(6-hydroxy-naphthalen-2-yl)-propionicacid tert-butyl ester
• CAS: 1186386-37-7
• 化学式: C₁₇H₂₀O₃
• 分子量: 272.344
• InChiKey: HYCFSCKJFCHLAR-LLVKDONJSA-N

物化性质

• 沸点：
  402.1±20.0 °C(Predicted)
• 密度：
  1.127±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.99
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-2-(6-hydroxy-naphthalen-2-yl)-propionicacid tert-butyl ester 、 2-溴乙酸苄酯 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 40.0h， 生成 (R)-2-(6-benzyloxycarbonylmethoxy-naphthalen-2-yl)-propionic acid tert-butyl ester
  参考文献：
  名称：

  Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

  摘要：

  The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.018
• 作为产物：
  描述：

  R-(-)-α-methyl-6-hydroxy-2-naphthalene acetic acid 、 叔丁醇 在 三氟乙酸酐 、 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 20.5h， 生成 (R)-2-(6-hydroxy-naphthalen-2-yl)-propionicacid tert-butyl ester
  参考文献：
  名称：

  Two-colour screening in combinatorial chemistry: prospecting for enantioselectivity in a library of steroid-based receptors

  摘要：

  The screening of resin-bound combinatorial libraries with pairs of dye-tagged substrates is a powerful strategy for discovering selective receptors. However, implementation has been hampered by a lack of complementary but chemically similar dyes. We now show that the well-established Disperse Red 1 and the recently-introduced Bristol Blue 1 can be used in parallel to synthesise 'pseudoenantiomeric' analogues of N-acetyl-alpha-amino acids and of the anti-inflammatory drug Naproxen. A steroid-based receptor library has been prepared and screened with these substrates. Preliminary results suggest that some members may be highly enantioselective receptors for N-acetyl-alpha-amino acids. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.018