N-(N'-9-fluorenylmethoxycarbonyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol | 355127-54-7

• 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: N-(N'-9-fluorenylmethoxycarbonyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol
• CAS: 355127-54-7
• 化学式: C₃₈H₄₃N₃O₅Si
• 分子量: 649.862
• InChiKey: DRWVGANYQMNDIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  47.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  105.76
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N-(N'-9-fluorenylmethoxycarbonyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol 在 四丁基氟化铵 、 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 二乙胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 25.0h， 生成 N-(S-trityl-2-mercaptoacetyl-glycyl-glycyl)-3-aminopropanol
  参考文献：
  名称：

  Synthesis and application of a novel, crystalline phosphoramidite monomer with Thiol Terminus, suitable for the synthesis of DNA conjugates

  摘要：

  A new, crystalline 5 ' -thiol modifier phosphoramidite monomer (3), suitable for DNA synthesis, has been prepared. This monomer has been built into an oligonucleotide using the standard protocol. After cleavage, purification and removal of the trityl group with Ag+, a free 5 ' -thiol terminal oligonucleotide (15) has been obtained which was subsequently coupled to a cysteine derivative via a disulfide bridge to afford conjugate 16. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00339-4
• 作为产物：
  描述：

  N-芴甲氧羰基-甘氨酰-甘氨酸 、 O-tert-butyldiphenylsilyl-3-aminopropanol hydrochloride 在 1-羟基苯并三唑 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以88%的产率得到N-(N'-9-fluorenylmethoxycarbonyl-glycyl-glycyl)-O-tert-butyldiphenylsilyl-3-aminopropanol
  参考文献：
  名称：

  Synthesis and application of a novel, crystalline phosphoramidite monomer with Thiol Terminus, suitable for the synthesis of DNA conjugates

  摘要：

  A new, crystalline 5 ' -thiol modifier phosphoramidite monomer (3), suitable for DNA synthesis, has been prepared. This monomer has been built into an oligonucleotide using the standard protocol. After cleavage, purification and removal of the trityl group with Ag+, a free 5 ' -thiol terminal oligonucleotide (15) has been obtained which was subsequently coupled to a cysteine derivative via a disulfide bridge to afford conjugate 16. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00339-4