5'-[N,N'-bis(tert-butoxycarbonyl)-guanidino]-2',5'-dideoxy thymidine | 1141462-11-4

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 2 '，5'-二脱氧核苷
• 英文名称: 5'-[N,N'-bis(tert-butoxycarbonyl)-guanidino]-2',5'-dideoxy thymidine
• 英文别名: tert-butyl N-[N'-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate
• CAS: 1141462-11-4
• 化学式: C₂₁H₃₃N₅O₈
• 分子量: 483.522
• InChiKey: DYQYJKQWKAGIQE-BFHYXJOUSA-N

物化性质

• 密度：
  1.36±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  168
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-氨基-5-脱氧胸腺嘧啶脱氧核苷 、 N,N′-二-Boc-硫脲 在 N-碘代丁二酰亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以75%的产率得到5'-[N,N'-bis(tert-butoxycarbonyl)-guanidino]-2',5'-dideoxy thymidine
  参考文献：
  名称：

  NIS-promoted guanylation of amines

  摘要：

  An efficient NIS-promoted guanylation reaction is described. This procedure allows the guanylation of primary and secondary amines through the reaction with di-Boc-thiourea and di-Boc-S-methylisothiourea, respectively. We demonstrated that the use of NIS compares favorably with existing methods and is an attractive alternative to heavy metal or Mukayama's reagent activation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.073

文献信息

• NIS-promoted guanylation of amines
  作者：Keiichiro Ohara、Jean-Jacques Vasseur、Michael Smietana

  DOI：10.1016/j.tetlet.2009.01.073

  日期：2009.4

  An efficient NIS-promoted guanylation reaction is described. This procedure allows the guanylation of primary and secondary amines through the reaction with di-Boc-thiourea and di-Boc-S-methylisothiourea, respectively. We demonstrated that the use of NIS compares favorably with existing methods and is an attractive alternative to heavy metal or Mukayama's reagent activation. (C) 2009 Elsevier Ltd. All rights reserved.