[[(1R,3R,3aR,8aR)-3-(6-Benzylamino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-2,4,6,8-tetraoxa-5,7-disila-azulen-1-ylmethyl]-(2-nitro-benzenesulfonyl)-amino]-acetic acid ethyl ester | 862490-64-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [[(1R,3R,3aR,8aR)-3-(6-Benzylamino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-2,4,6,8-tetraoxa-5,7-disila-azulen-1-ylmethyl]-(2-nitro-benzenesulfonyl)-amino]-acetic acid ethyl ester
• CAS: 862490-64-0
• 化学式: C₃₉H₅₅N₇O₁₀SSi₂
• 分子量: 870.144
• InChiKey: LTJHSQBMCWOVRF-AVFQREJJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.82
• 重原子数：
  59.0
• 可旋转键数：
  16.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  199.37
• 氢给体数：
  1.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  [[(1R,3R,3aR,8aR)-3-(6-Benzylamino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-2,4,6,8-tetraoxa-5,7-disila-azulen-1-ylmethyl]-(2-nitro-benzenesulfonyl)-amino]-acetic acid ethyl ester 在 potassium carbonate 、 苯硫酚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 {[(1R,3R,3aR,8aR)-3-(6-Benzylamino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-2,4,6,8-tetraoxa-5,7-disila-azulen-1-ylmethyl]-amino}-acetic acid ethyl ester
  参考文献：
  名称：

  o-Nitrobenzenesulfonamides in Nucleoside Synthesis:  Efficient 5‘-Aziridination of Adenosine

  摘要：

  5'-Aziridinoadenylates of the form 1 and a related nitrogen mustard variant have been constructed using a novel variation of the Mitsunobu reaction. Such molecules allow conversion of biological methyltransferases into nucleoside transferases, thus providing powerful tools for investigating S-adenosyl-L-methionine (SAM)-dependent methylation. We present here a highly effective synthesis of such molecules that is amenable to aziridine diversification as well as elaboration of the base moiety so as to afford "bumped" cofactor mimics compatible with "hole"-bearing mutant proteins.

  DOI：

  10.1021/jo050205w
• 作为产物：
  描述：

  6-苄基腺苷 在 吡啶 、 甲烷磺酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.67h， 生成 [[(1R,3R,3aR,8aR)-3-(6-Benzylamino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-2,4,6,8-tetraoxa-5,7-disila-azulen-1-ylmethyl]-(2-nitro-benzenesulfonyl)-amino]-acetic acid ethyl ester
  参考文献：
  名称：

  o-Nitrobenzenesulfonamides in Nucleoside Synthesis:  Efficient 5‘-Aziridination of Adenosine

  摘要：

  5'-Aziridinoadenylates of the form 1 and a related nitrogen mustard variant have been constructed using a novel variation of the Mitsunobu reaction. Such molecules allow conversion of biological methyltransferases into nucleoside transferases, thus providing powerful tools for investigating S-adenosyl-L-methionine (SAM)-dependent methylation. We present here a highly effective synthesis of such molecules that is amenable to aziridine diversification as well as elaboration of the base moiety so as to afford "bumped" cofactor mimics compatible with "hole"-bearing mutant proteins.

  DOI：

  10.1021/jo050205w