3-benzoyl-1-((6R,7R,7aR)-2,2-di-tert-butyl-7-hydroxy-4,6,7,7a-tetrahydrocyclopenta[d][1,3,2]dioxasilin-6-yl)-5-methylpyrimidine-2,4(1H,3H)-dione | 1203458-21-2

• 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: 3-benzoyl-1-((6R,7R,7aR)-2,2-di-tert-butyl-7-hydroxy-4,6,7,7a-tetrahydrocyclopenta[d][1,3,2]dioxasilin-6-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
• CAS: 1203458-21-2
• 化学式: C₂₆H₃₄N₂O₆Si
• 分子量: 498.651
• InChiKey: JJOUHIDGMVQOCU-NJDAHSKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  35.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.76
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-benzoyl-1-((6R,7R,7aR)-2,2-di-tert-butyl-7-hydroxy-4,6,7,7a-tetrahydrocyclopenta[d][1,3,2]dioxasilin-6-yl)-5-methylpyrimidine-2,4(1H,3H)-dione 在 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以20 mg的产率得到(1R,2R,3R)-N3-benzoyl-1-[2,3-dihydroxy-4-hydroxymethyl-4-cyclopenten-1-yl]thymine
  参考文献：
  名称：

  A Convergent Approach for the Synthesis of Ara-Neplanocin a Analogues Under Subzero Microwave Assisted Conditions

  摘要：

  A convergent strategy for the synthesis of ara-neplanocin A analogues has been developed. Microwave assisted Mitsunobu reaction proved to be an essential tool both for the 2'-beta-hydroxy inversion and for the coupling reaction with the heterocyclic bases. The exploitation of the present approach allowed generating a family of ara-neplanocins which biological potential is still unexplored.

  DOI：

  10.1080/15257770903044143
• 作为产物：
  描述：

  (6S,7R,7aR)-2,2-di-tert-butyl-4,6,7,7a-tetrahydrocyclopenta[d][1,3,2]dioxasiline-6,7-diol 、 N-3-benzoylthymine 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以81%的产率得到3-benzoyl-1-((6R,7R,7aR)-2,2-di-tert-butyl-7-hydroxy-4,6,7,7a-tetrahydrocyclopenta[d][1,3,2]dioxasilin-6-yl)-5-methylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  A Convergent Approach for the Synthesis of Ara-Neplanocin a Analogues Under Subzero Microwave Assisted Conditions

  摘要：

  A convergent strategy for the synthesis of ara-neplanocin A analogues has been developed. Microwave assisted Mitsunobu reaction proved to be an essential tool both for the 2'-beta-hydroxy inversion and for the coupling reaction with the heterocyclic bases. The exploitation of the present approach allowed generating a family of ara-neplanocins which biological potential is still unexplored.

  DOI：

  10.1080/15257770903044143