(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 | 1185904-49-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (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
• CAS: 1185904-49-7
• 化学式: C₆₃H₇₄N₆O₁₁Si
• 分子量: 1119.4
• InChiKey: QWNGNMMSONULHP-ZKSBHEEWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  81
• 可旋转键数：
  28
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  168
• 氢给体数：
  1
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  (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 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 生成 、 (4E,6R,8R,9R,10R,13E)-9-[tert-butyl(dimethyl)silyl]oxy-2-[(2,4-dimethoxyphenyl)methyl]-17-methoxy-18,20-bis(methoxymethoxy)-8-[6-(tritylamino)purin-9-yl]-7,11-dioxa-2-azatricyclo[14.3.1.06,10]icosa-1(19),4,13,16(20),17-pentaen-3-one
  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：

  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