[2-(tert-Butoxycarbonyl-{3-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-5-[3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propoxy]-benzyl}-amino)-ethyl]-carbamic acid tert-butyl ester | 442200-94-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [2-(tert-Butoxycarbonyl-{3-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-5-[3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propoxy]-benzyl}-amino)-ethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[[3-[3-(5-methyl-2,4-dioxopyrimidin-1-yl)propoxy]-5-[[(2-methylpropan-2-yl)oxycarbonyl-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]amino]methyl]phenyl]methyl]-N-[2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl]carbamate
• CAS: 442200-94-4
• 化学式: C₄₀H₆₄N₆O₁₁
• 分子量: 804.982
• InChiKey: LPHVBEZYMPXCRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  57
• 可旋转键数：
  23
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  194
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [2-(tert-Butoxycarbonyl-{3-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-5-[3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propoxy]-benzyl}-amino)-ethyl]-carbamic acid tert-butyl ester 在 盐酸 、 sodium perchlorate 作用下， 以 溶剂黄146 、 水 为溶剂， 反应 0.25h， 以82%的产率得到
  参考文献：
  名称：

  Syntheses of nucleic acid mimics designed for metal-induced strand formation on DNA

  摘要：

  This paper describes design and syntheses of a new class of chelator-type nucleic acid mimics. Four nucleic acid mimics 7, 11, 15, 17 possess a nucleobase and two ethylenediamine moieties for intermolecular metal coordination. We expected that chelator-type nucleic acid mimics formed a strand in the presence of metal ion and then interacted with a single-stranded DNA. Efficient synthetic routes leading to the four nucleic acid analogues have been achieved via the key intermediate compound 5 which was derived from 3,5-dimethylphenol in five steps. Compound 7 was treated with zinc nitrate and Zn complex 8 was isolated as crystals. H-1 NMR study of Zn complex 8 in D2O showed the single-strand formation. Job plots showed that mixture of (dT)(70) with Zn complex 8 at 5degreesC reached a minimum absorbance at a mole ratio of 2:1, and the hypochromic effect showed the pi-pi stacking interaction between the nucleobases. Thermal denaturation study at 2:1 mole ratio of complexes between (dT)(70) and Zn complex 8 showed melting point at 27degreesC. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00203-x
• 作为产物：
  描述：

  (3,5-二甲基苯基)2,2-二甲基丙酸酯 在 sodium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 18-冠醚-6 、 potassium tert-butylate 、 N,N-二异丙基乙胺 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 [2-(tert-Butoxycarbonyl-{3-{[tert-butoxycarbonyl-(2-tert-butoxycarbonylamino-ethyl)-amino]-methyl}-5-[3-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propoxy]-benzyl}-amino)-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Syntheses of nucleic acid mimics designed for metal-induced strand formation on DNA

  摘要：

  This paper describes design and syntheses of a new class of chelator-type nucleic acid mimics. Four nucleic acid mimics 7, 11, 15, 17 possess a nucleobase and two ethylenediamine moieties for intermolecular metal coordination. We expected that chelator-type nucleic acid mimics formed a strand in the presence of metal ion and then interacted with a single-stranded DNA. Efficient synthetic routes leading to the four nucleic acid analogues have been achieved via the key intermediate compound 5 which was derived from 3,5-dimethylphenol in five steps. Compound 7 was treated with zinc nitrate and Zn complex 8 was isolated as crystals. H-1 NMR study of Zn complex 8 in D2O showed the single-strand formation. Job plots showed that mixture of (dT)(70) with Zn complex 8 at 5degreesC reached a minimum absorbance at a mole ratio of 2:1, and the hypochromic effect showed the pi-pi stacking interaction between the nucleobases. Thermal denaturation study at 2:1 mole ratio of complexes between (dT)(70) and Zn complex 8 showed melting point at 27degreesC. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00203-x

文献信息

• Syntheses of nucleic acid mimics designed for metal-induced strand formation on DNA
  作者：Akihiko Hatano、Kentaro Tanaka、Motoo Shiro、Mitsuhiko Shionoya

  DOI：10.1016/s0040-4020(02)00203-x

  日期：2002.4

  This paper describes design and syntheses of a new class of chelator-type nucleic acid mimics. Four nucleic acid mimics 7, 11, 15, 17 possess a nucleobase and two ethylenediamine moieties for intermolecular metal coordination. We expected that chelator-type nucleic acid mimics formed a strand in the presence of metal ion and then interacted with a single-stranded DNA. Efficient synthetic routes leading to the four nucleic acid analogues have been achieved via the key intermediate compound 5 which was derived from 3,5-dimethylphenol in five steps. Compound 7 was treated with zinc nitrate and Zn complex 8 was isolated as crystals. H-1 NMR study of Zn complex 8 in D2O showed the single-strand formation. Job plots showed that mixture of (dT)(70) with Zn complex 8 at 5degreesC reached a minimum absorbance at a mole ratio of 2:1, and the hypochromic effect showed the pi-pi stacking interaction between the nucleobases. Thermal denaturation study at 2:1 mole ratio of complexes between (dT)(70) and Zn complex 8 showed melting point at 27degreesC. (C) 2002 Elsevier Science Ltd. All rights reserved.