2-[diethoxy(oxido)phosphaniumyl]-N-[(2,4-dimethoxyphenyl)methyl]-N-[4-methoxy-2,5-bis(methoxymethoxy)-3-prop-2-enylphenyl]acetamide | 1185904-47-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[diethoxy(oxido)phosphaniumyl]-N-[(2,4-dimethoxyphenyl)methyl]-N-[4-methoxy-2,5-bis(methoxymethoxy)-3-prop-2-enylphenyl]acetamide
• CAS: 1185904-47-5
• 化学式: C₂₉H₄₂NO₁₁P
• 分子量: 611.626
• InChiKey: ANQKKBKOMMKMAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  42
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-[diethoxy(oxido)phosphaniumyl]-N-[(2,4-dimethoxyphenyl)methyl]-N-[4-methoxy-2,5-bis(methoxymethoxy)-3-prop-2-enylphenyl]acetamide 、 (2S,3R,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-3-prop-2-enoxy-5-[6-(tritylamino)purin-9-yl]oxolane-2-carbaldehyde 在 四甲基乙二胺 、 zinc trifluoromethanesulfonate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-3-[(2R,3R,4R,5R)-4-[tert-butyl(dimethyl)silyl]oxy-3-prop-2-enoxy-5-[6-(tritylamino)purin-9-yl]oxolan-2-yl]-N-[(2,4-dimethoxyphenyl)methyl]-N-[4-methoxy-2,5-bis(methoxymethoxy)-3-prop-2-enylphenyl]prop-2-enamide
  参考文献：
  名称：

  Design and synthesis of 3′,5′-ansa-adenosines as potential Hsp90 inhibitors

  摘要：

  3',5'-Ansa-adenosine derivatives, rationally designed as an Hsp90 inhibitor by extracting and fusing a natural product, geldanamycin, and a natural substrate, ATP, were efficiently synthesized by the ring-closing metathesis assisted by the 2,4-dimethoxybenzyl group. This simpler scaffold design provides a practical synthesis of a set of analogs and demonstrates synthetic innovation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.094
• 作为产物：
  描述：

  、 亚磷酸三乙酯 以92%的产率得到2-[diethoxy(oxido)phosphaniumyl]-N-[(2,4-dimethoxyphenyl)methyl]-N-[4-methoxy-2,5-bis(methoxymethoxy)-3-prop-2-enylphenyl]acetamide
  参考文献：
  名称：

  Design and synthesis of 3′,5′-ansa-adenosines as potential Hsp90 inhibitors

  摘要：

  3',5'-Ansa-adenosine derivatives, rationally designed as an Hsp90 inhibitor by extracting and fusing a natural product, geldanamycin, and a natural substrate, ATP, were efficiently synthesized by the ring-closing metathesis assisted by the 2,4-dimethoxybenzyl group. This simpler scaffold design provides a practical synthesis of a set of analogs and demonstrates synthetic innovation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.094

文献信息

• Design and synthesis of 3′,5′-ansa-adenosines as potential Hsp90 inhibitors
  作者：Kazuhiro Muranaka、Satoshi Ichikawa、Akira Matsuda

  DOI：10.1016/j.tetlet.2009.06.094

  日期：2009.9

  3',5'-Ansa-adenosine derivatives, rationally designed as an Hsp90 inhibitor by extracting and fusing a natural product, geldanamycin, and a natural substrate, ATP, were efficiently synthesized by the ring-closing metathesis assisted by the 2,4-dimethoxybenzyl group. This simpler scaffold design provides a practical synthesis of a set of analogs and demonstrates synthetic innovation. (C) 2009 Elsevier Ltd. All rights reserved.