| 190968-18-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• CAS: 190968-18-4
• 化学式: C₄₃H₃₉N₅O₅
• 分子量: 705.813
• InChiKey: VYDVOSCNEBQUFV-DHUJRADRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.98
• 重原子数：
  53.0
• 可旋转键数：
  14.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  120.62
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  在 咪唑 、 吡咯 、 三氟甲磺酸三甲基硅酯 、 三氟乙酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.34h， 生成 Acetic acid (2R,3R,4S,5R,6S)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-3-(6-diphenylacetylamino-purin-9-yl)-propoxy]-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis of 2′,3″,4″-trisphosphate-containing analogs of adenophostin A

  摘要：

  Adenophostin A analog 4 was prepared via trimethylsilyl trifluoromethanesulfonate (TMSOTf)-assisted glycosylation of (S)-6-N-diphenylacetyl-9-(2-tert-butyldiphenylsilyloxy-1-hydroxyprop-3-yl)-adenine (11) with trichloroacetimidate donor 12 to give dimer 13. Protective group manipulations on 13 followed by phosphitylation with N,N-diisopropyl-bis-[2-(methylsulfonyl)ethyl] phosphoramidite (17) and in situ oxidation gave, after deprotection, (25)-9-{1-(alpha-D-glucopyranosyloxy 3,4-bisphosphate)-2-monophosphate-prop-3-yl}-adenine (4) Condensation of phosphoryloxymethyladenosine 25 with D-arabinitol derivative 21 under the agency of TMSOTf afforded methylene acetal 26. Protective group manipulations (--> 32), phosphorylation, and deprotection yielded 3'-O-(D-arabinitol-4-O-methylene 2,3-bisphosphate)-adenosine 2'-monophosphate (5), a methylene acetal-containing analog of adenophostin A. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00308-6
• 作为产物：
  描述：

  N-[9-((S)-2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-9H-purin-6-yl]-2,2-diphenyl-acetamide 在 吡啶 、 溶剂黄146 作用下， 反应 2.0h， 生成
  参考文献：
  名称：

  Synthesis of 2′,3″,4″-trisphosphate-containing analogs of adenophostin A

  摘要：

  Adenophostin A analog 4 was prepared via trimethylsilyl trifluoromethanesulfonate (TMSOTf)-assisted glycosylation of (S)-6-N-diphenylacetyl-9-(2-tert-butyldiphenylsilyloxy-1-hydroxyprop-3-yl)-adenine (11) with trichloroacetimidate donor 12 to give dimer 13. Protective group manipulations on 13 followed by phosphitylation with N,N-diisopropyl-bis-[2-(methylsulfonyl)ethyl] phosphoramidite (17) and in situ oxidation gave, after deprotection, (25)-9-{1-(alpha-D-glucopyranosyloxy 3,4-bisphosphate)-2-monophosphate-prop-3-yl}-adenine (4) Condensation of phosphoryloxymethyladenosine 25 with D-arabinitol derivative 21 under the agency of TMSOTf afforded methylene acetal 26. Protective group manipulations (--> 32), phosphorylation, and deprotection yielded 3'-O-(D-arabinitol-4-O-methylene 2,3-bisphosphate)-adenosine 2'-monophosphate (5), a methylene acetal-containing analog of adenophostin A. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00308-6