Toluene-4-sulfonic acid 2-[(2R,3R,3aR,9aR)-2-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-ethyl ester | 200423-87-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Toluene-4-sulfonic acid 2-[(2R,3R,3aR,9aR)-2-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-ethyl ester
• 英文别名: 2-[[(6aR,8R,9R,9aR)-8-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-9-yl]oxy]ethyl 4-methylbenzenesulfonate
• CAS: 200423-87-6
• 化学式: C₃₉H₅₈N₂O₁₁SSi₂
• 分子量: 819.133
• InChiKey: AVGLRNOEKNMRAT-MPCGZJAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  55
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  148
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  Toluene-4-sulfonic acid 2-[(2R,3R,3aR,9aR)-2-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-ethyl ester 在 palladium on activated charcoal 吡啶 、 盐酸 、 sodium azide 、 氢气 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 2,2,2-Trifluoro-N-{2-[(2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-ethyl}-acetamide
  参考文献：
  名称：

  Dual Recognition of Double-Stranded DNA by 2′-Aminoethoxy-Modified Oligonucleotides

  摘要：

  Simultaneous interaction of the 2'-aminoethoxy-modified oligonucleotides with the phosphodiester backbone (shown on the right, A) and with the bases through Hoogsteen base contacts (B) is seen at each base-pair step of the duplex DNA target. The electrostatic interaction between the protonated amino group and the negatively charged phosphate group provides for a dramatic increase in the binding affinity and the association rate constant.

  DOI：

  10.1002/(sici)1521-3773(19980518)37:9<1288::aid-anie1288>3.0.co;2-u
• 作为产物：
  描述：

  [(2R,3R,3aR,9aR)-2-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-acetic acid methyl ester 在 4-二甲氨基吡啶 、 锂硼氢 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 9.5h， 生成 Toluene-4-sulfonic acid 2-[(2R,3R,3aR,9aR)-2-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-ethyl ester
  参考文献：
  名称：

  Dual Recognition of Double-Stranded DNA by 2′-Aminoethoxy-Modified Oligonucleotides

  摘要：

  Simultaneous interaction of the 2'-aminoethoxy-modified oligonucleotides with the phosphodiester backbone (shown on the right, A) and with the bases through Hoogsteen base contacts (B) is seen at each base-pair step of the duplex DNA target. The electrostatic interaction between the protonated amino group and the negatively charged phosphate group provides for a dramatic increase in the binding affinity and the association rate constant.

  DOI：

  10.1002/(sici)1521-3773(19980518)37:9<1288::aid-anie1288>3.0.co;2-u

文献信息

• Dual Recognition of Double-Stranded DNA by 2′-Aminoethoxy-Modified Oligonucleotides
  作者：Bernard Cuenoud、Florence Casset、Dieter Hüsken、François Natt、Romain M. Wolf、Karl-Heinz Altmann、Pierre Martin、Heinz E. Moser

  DOI：10.1002/(sici)1521-3773(19980518)37:9<1288::aid-anie1288>3.0.co;2-u

  日期：1998.5.18

  Simultaneous interaction of the 2'-aminoethoxy-modified oligonucleotides with the phosphodiester backbone (shown on the right, A) and with the bases through Hoogsteen base contacts (B) is seen at each base-pair step of the duplex DNA target. The electrostatic interaction between the protonated amino group and the negatively charged phosphate group provides for a dramatic increase in the binding affinity and the association rate constant.