3-hydroxy-2-[(1R)-2-hydroxy-1-phenylethyl]-3-methylisoindol-1-one | 503631-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-hydroxy-2-[(1R)-2-hydroxy-1-phenylethyl]-3-methylisoindol-1-one
• CAS: 503631-19-4
• 化学式: C₁₇H₁₇NO₃
• 分子量: 283.327
• InChiKey: OBZBMGRMNUNCDL-MYJWUSKBSA-N

物化性质

• 沸点：
  521.3±50.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-hydroxy-2-[(1R)-2-hydroxy-1-phenylethyl]-3-methylisoindol-1-one 在 三乙基硅烷 、 四氯化钛 、 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 22.0h， 生成 (3S)-methyl-2-[(1R)-2-hydroxy-1-phenylethyl]-2,3-dihydro-1H-isoindol-1-one
  参考文献：
  名称：

  Studies on the diastereoselective reductive alkylation of (R)-phenylglycinol derived phthalimide: observation of stereoelectronic effects

  摘要：

  Full details of a flexible approach to N-protected (R)-3-alkyl-isoindolin-1-ones 13 via diastereoselective reductive-alkylation are described, with emphasis on the stereochemical outcome of the key diastereoselective reactions. Additional experiments allowed finding remarkable stereoelectronic effects on the reductive ring-opening reactions. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.109
• 作为产物：
  描述：

  D-苯甘氨醇 以 四氢呋喃 、 乙醚 为溶剂， 反应 8.5h， 生成 3-hydroxy-2-[(1R)-2-hydroxy-1-phenylethyl]-3-methylisoindol-1-one
  参考文献：
  名称：

  Studies on the diastereoselective reductive alkylation of (R)-phenylglycinol derived phthalimide: observation of stereoelectronic effects

  摘要：

  Full details of a flexible approach to N-protected (R)-3-alkyl-isoindolin-1-ones 13 via diastereoselective reductive-alkylation are described, with emphasis on the stereochemical outcome of the key diastereoselective reactions. Additional experiments allowed finding remarkable stereoelectronic effects on the reductive ring-opening reactions. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.10.109

文献信息

• Studies on the diastereoselective reductive alkylation of (R)-phenylglycinol derived phthalimide: observation of stereoelectronic effects
  作者：Ming-De Chen、Ming-Zhu He、Xiang Zhou、Li-Qiang Huang、Yuan-Ping Ruan、Pei-Qiang Huang

  DOI：10.1016/j.tet.2004.10.109

  日期：2005.1

  Full details of a flexible approach to N-protected (R)-3-alkyl-isoindolin-1-ones 13 via diastereoselective reductive-alkylation are described, with emphasis on the stereochemical outcome of the key diastereoselective reactions. Additional experiments allowed finding remarkable stereoelectronic effects on the reductive ring-opening reactions. (C) 2004 Elsevier Ltd. All rights reserved.