[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl](6-methoxy-2-naphthyl)methanone | 727722-97-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl](6-methoxy-2-naphthyl)methanone
• 英文别名: [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-(6-methoxynaphthalen-2-yl)methanone
• CAS: 727722-97-6
• 化学式: C₁₇H₁₈O₄
• 分子量: 286.328
• InChiKey: LXKOFRHJLVMKBH-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl](6-methoxy-2-naphthyl)methanone 在 盐酸 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 2.0h， 生成 (2R,3S)-3-(6-methoxy-2-naphthyl)-2-methylpentane-1,2,3-triol
  参考文献：
  名称：

  Stereocontrolled synthesis of (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxy-2-naphthyl)-2-methylpropan-1-ol as a potent C17,20-lyase inhibitor

  摘要：

  An efficient stereocontrolled synthesis of the Potent C-17.20-lyase inhibitor, (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxy-2-naphthyl)-2-methyl-1-propanol 1, has been established. The stereogenic center of 1 was successfully constructed by a highly diastereoselective Grignard reaction of 2, while a subsequent imidazole ring annulation afforded 1 in an enantiomerically pure form. The procedure enables a practical synthesis of 1 that can be conveniently carried out on a multigram scale. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.035
• 作为产物：
  描述：

  (R)-(+)-2,2-二甲基-1,3-二氧戊环-4-羧酸甲酯 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 16.33h， 生成 [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl](6-methoxy-2-naphthyl)methanone
  参考文献：
  名称：

  Stereocontrolled synthesis of (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxy-2-naphthyl)-2-methylpropan-1-ol as a potent C17,20-lyase inhibitor

  摘要：

  An efficient stereocontrolled synthesis of the Potent C-17.20-lyase inhibitor, (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxy-2-naphthyl)-2-methyl-1-propanol 1, has been established. The stereogenic center of 1 was successfully constructed by a highly diastereoselective Grignard reaction of 2, while a subsequent imidazole ring annulation afforded 1 in an enantiomerically pure form. The procedure enables a practical synthesis of 1 that can be conveniently carried out on a multigram scale. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.035

文献信息

• Stereocontrolled synthesis of (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxy-2-naphthyl)-2-methylpropan-1-ol as a potent C17,20-lyase inhibitor
  作者：Akio Ojida、Nobuyuki Matsunaga、Tomohiro Kaku、Akihiro Tasaka

  DOI：10.1016/j.tetasy.2004.02.035

  日期：2004.5

  An efficient stereocontrolled synthesis of the Potent C-17.20-lyase inhibitor, (1S)-1-(1H-imidazol-4-yl)-1-(6-methoxy-2-naphthyl)-2-methyl-1-propanol 1, has been established. The stereogenic center of 1 was successfully constructed by a highly diastereoselective Grignard reaction of 2, while a subsequent imidazole ring annulation afforded 1 in an enantiomerically pure form. The procedure enables a practical synthesis of 1 that can be conveniently carried out on a multigram scale. (C) 2004 Elsevier Ltd. All rights reserved.