2,2-Dimethyl-propionic acid 2-[(6-benzyloxycarbonylamino-purin-9-ylmethyl)-methanesulfonyl-amino]-3-(2,2-dimethyl-propionyloxy)-propyl ester | 740801-52-9

• 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: 2,2-Dimethyl-propionic acid 2-[(6-benzyloxycarbonylamino-purin-9-ylmethyl)-methanesulfonyl-amino]-3-(2,2-dimethyl-propionyloxy)-propyl ester
• 英文别名: [3-(2,2-Dimethylpropanoyloxy)-2-[methylsulfonyl-[[6-(phenylmethoxycarbonylamino)purin-9-yl]methyl]amino]propyl] 2,2-dimethylpropanoate
• CAS: 740801-52-9
• 化学式: C₂₈H₃₈N₆O₈S
• 分子量: 618.711
• InChiKey: CHDCGBVMOYDINF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  43
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  180
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-propionic acid 2-[(6-benzyloxycarbonylamino-purin-9-ylmethyl)-methanesulfonyl-amino]-3-(2,2-dimethyl-propionyloxy)-propyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 2,2-Dimethyl-propionic acid 2-[(6-amino-purin-9-ylmethyl)-methanesulfonyl-amino]-3-(2,2-dimethyl-propionyloxy)-propyl ester
  参考文献：
  名称：

  Synthesis of aza-analogues of Ganciclovir

  摘要：

  Aza-analogues of ganciclovir have been prepared via coupling of nucleobases with N-[2-pivaloyloxy-1-(pivaloyloxymethyl)ethyl] methanesulfonamide or 3-mesyl-4-(benzoyloxymethyl)-1,3-oxazolidine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.072
• 作为产物：
  描述：

  N-[2-pivaloyloxy-1-(pivaloyloxymethyl)ethyl]-methanesulfonamide 在 四氯化锡 N,O-双三甲硅基乙酰胺 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 96.0h， 生成 2,2-Dimethyl-propionic acid 2-[(6-benzyloxycarbonylamino-purin-9-ylmethyl)-methanesulfonyl-amino]-3-(2,2-dimethyl-propionyloxy)-propyl ester
  参考文献：
  名称：

  Synthesis of aza-analogues of Ganciclovir

  摘要：

  Aza-analogues of ganciclovir have been prepared via coupling of nucleobases with N-[2-pivaloyloxy-1-(pivaloyloxymethyl)ethyl] methanesulfonamide or 3-mesyl-4-(benzoyloxymethyl)-1,3-oxazolidine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.072

文献信息

• Facile synthesis of acyclic azanucleosides from N -pivaloyloxymethyl amides and sulfonamides: synthesis of aza-analogues of Ganciclovir
  作者：Mariola Koszytkowska-Stawińska、Wojciech Sas

  DOI：10.1016/j.tetlet.2004.05.042

  日期：2004.7

  N-Pivaloyloxymethyl amides and sulfonamides, readily available from N-alkylation of both amides and sulfonamides with commercial chloromethyl pivaloate, were converted into acyclic azanucleosides via a one-pot base silylation/nucleoside coupling procedure. (C) 2004 Elsevier Ltd. All rights reserved.