(2S,3S,4S,5S)-2-(6-aminopurin-9-yl)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolane-3,4-diol | 233681-01-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: (2S,3S,4S,5S)-2-(6-aminopurin-9-yl)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolane-3,4-diol
• CAS: 233681-01-1
• 化学式: C₁₆H₂₇N₅O₄Si
• 分子量: 381.507
• InChiKey: CJOSHSDHCPNMOJ-LIBKGXAOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.05
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  129
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S,5S)-2-(6-aminopurin-9-yl)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolane-3,4-diol 在 4-二甲氨基吡啶 、 三氟甲磺酸酐 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 为溶剂， 生成 L-adenosine
  参考文献：
  名称：

  A New and Convenient Approach for the Synthesis of Ribo- and 2′-Deoxyribo-β-L-Furanonucleosides Starting From β-L-Xylofuranonucleosides

  摘要：

  Ribo- and 2'-deoxyribo-beta-L-furanosyladenine have been synthesized. Although these compounds have been already reported in the literature, it seemed to us that a more convenient approach for their synthesis deserved to be developed. Intramolecular substitution as well as Mitsunobu reaction were used to invert the configuration of carbon 3' of starting beta-L-xylofuranosyl intermediates.

  DOI：

  10.1080/15257779908041512
• 作为产物：
  描述：

  9-(2-O-acetyl-3,5-di-O-benzoyl-β-L-xylofuranosyl)adenine 在 氨 作用下， 以 吡啶 、 甲醇 为溶剂， 生成 (2S,3S,4S,5S)-2-(6-aminopurin-9-yl)-5-[[tert-butyl(dimethyl)silyl]oxymethyl]oxolane-3,4-diol
  参考文献：
  名称：

  A New and Convenient Approach for the Synthesis of Ribo- and 2′-Deoxyribo-β-L-Furanonucleosides Starting From β-L-Xylofuranonucleosides

  摘要：

  Ribo- and 2'-deoxyribo-beta-L-furanosyladenine have been synthesized. Although these compounds have been already reported in the literature, it seemed to us that a more convenient approach for their synthesis deserved to be developed. Intramolecular substitution as well as Mitsunobu reaction were used to invert the configuration of carbon 3' of starting beta-L-xylofuranosyl intermediates.

  DOI：

  10.1080/15257779908041512

文献信息

• GOPALAKRISHNAN, VIDHYA;MEREYALA, HARIBABU;SAMUEL, A. GEORGE;GANESH, K. NA+, TETRAHEDRON. LETT., 31,(1990) N1, C. 1613-1614
  作者：GOPALAKRISHNAN, VIDHYA、MEREYALA, HARIBABU、SAMUEL, A. GEORGE、GANESH, K. NA+

  DOI：——

  日期：——