[(2R,3R,5R)-5-[2-(2-methylpropanoylamino)-6-oxo-3H-purin-9-yl]-3-methylsulfonyloxyoxolan-2-yl]methyl methanesulfonate | 686776-36-3

• 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: [(2R,3R,5R)-5-[2-(2-methylpropanoylamino)-6-oxo-3H-purin-9-yl]-3-methylsulfonyloxyoxolan-2-yl]methyl methanesulfonate
• CAS: 686776-36-3
• 化学式: C₁₆H₂₃N₅O₉S₂
• 分子量: 493.519
• InChiKey: ZOYMBJKJHBGZJX-GMTAPVOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.68
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  188.64
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  [(2R,3R,5R)-5-[2-(2-methylpropanoylamino)-6-oxo-3H-purin-9-yl]-3-methylsulfonyloxyoxolan-2-yl]methyl methanesulfonate 在 palladium on activated charcoal 叠氮化锂 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~90.0 ℃ 、310.26 kPa 条件下， 反应 10.0h， 生成 N-[9-((2R,4S,5R)-4-Amino-5-aminomethyl-tetrahydro-furan-2-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl]-isobutyramide
  参考文献：
  名称：

  Deoxynucleic guanidine

  摘要：

  The synthesis of purine nucleosides capable of making the guanidinium linkage is described for the first time starting from the corresponding 2'-deoxynucleosides. The positively charged mixed base DNG oligomer containing guanine was synthesized on solid-phase using CPG as support from 3' to 5' direction using the precursor building block nucleosides. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.043
• 作为产物：
  描述：

  2'-脱氧鸟苷 在 吡啶 、 sodium hydroxide 、 三甲基氯硅烷 、 trifluoromethanesulfonic acid anhydride 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 为溶剂， 反应 12.67h， 生成 [(2R,3R,5R)-5-[2-(2-methylpropanoylamino)-6-oxo-3H-purin-9-yl]-3-methylsulfonyloxyoxolan-2-yl]methyl methanesulfonate
  参考文献：
  名称：

  Deoxynucleic guanidine

  摘要：

  The synthesis of purine nucleosides capable of making the guanidinium linkage is described for the first time starting from the corresponding 2'-deoxynucleosides. The positively charged mixed base DNG oligomer containing guanine was synthesized on solid-phase using CPG as support from 3' to 5' direction using the precursor building block nucleosides. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.12.043

文献信息

• Deoxynucleic guanidine
  作者：Hemavathi Challa、Thomas C Bruice

  DOI：10.1016/j.bmc.2003.12.043

  日期：2004.3

  The synthesis of purine nucleosides capable of making the guanidinium linkage is described for the first time starting from the corresponding 2'-deoxynucleosides. The positively charged mixed base DNG oligomer containing guanine was synthesized on solid-phase using CPG as support from 3' to 5' direction using the precursor building block nucleosides. (C) 2004 Elsevier Ltd. All rights reserved.