(2E)-3-[3-(5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxytetrahydrofuran-2-yl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]-N-[6-(9H-carbazol-2-yloxy)hexyl]acrylamide | 370595-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (2E)-3-[3-(5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxytetrahydrofuran-2-yl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]-N-[6-(9H-carbazol-2-yloxy)hexyl]acrylamide
• 英文别名: (E)-3-[3-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-2,6-dioxopyrimidin-4-yl]-N-[6-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]hexyl]prop-2-enamide
• CAS: 370595-50-9
• 化学式: C₅₁H₅₇N₅O₁₀S
• 分子量: 932.107
• InChiKey: BDPHOGGZUHAAMU-MAPXCUMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  67
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  193
• 氢给体数：
  4
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 (2E)-3-[3-(5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxytetrahydrofuran-2-yl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]-N-[6-(9H-carbazol-2-yloxy)hexyl]acrylamide 在 二异丙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (E)-3-[3-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-[2-cyanoethoxy-[di(propan-2-yl)amino]phosphanyl]oxyoxolan-2-yl]-2,6-dioxopyrimidin-4-yl]-N-[6-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]hexyl]prop-2-enamide
  参考文献：
  名称：

  Hapten-phosphoramidites based on 6-[(2E)-N-(hexyl)prop-2-enamidyl]-2′-deoxyuridine

  摘要：

  Novel hapten-phosphoramidites 11a c were prepared from 2'-deoxyuridine (2) by functionalization at the 6-position and subsequent conjugation with adamantane, carbazole and dansyl reporter groups in good overall yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01091-7
• 作为产物：
  描述：

  2-脱氧尿苷 在 吡啶 、 咪唑 、 六甲基磷酰三胺 、 lithium hydroxide 、 四丁基氟化铵 、 水 、 silver nitrate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 环己烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 35.17h， 生成 (2E)-3-[3-(5-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-4-hydroxytetrahydrofuran-2-yl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl]-N-[6-(9H-carbazol-2-yloxy)hexyl]acrylamide
  参考文献：
  名称：

  Synthesis of hapten–phosphoramidites from 2′-deoxyuridine

  摘要：

  A total of 11 novel phosphoramidites, 3a-d, 4a-d and 14a-c were prepared from 2'-deoxyuridine functionalized at 5 and 6-position of the pyrimidine ring with hapten reporter groups, e.g. adamantane, carbazole, dansyl and dabsyl, suitable for use in immunodetection nucleic acid testing assays. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00875-5

文献信息

• Synthesis of hapten–phosphoramidites from 2′-deoxyuridine
  作者：Maciej Adamczyk、Srinivasa Rao Akireddy、Phillip G Mattingly、Rajarathnam E Reddy

  DOI：10.1016/s0040-4020(03)00875-5

  日期：2003.7

  A total of 11 novel phosphoramidites, 3a-d, 4a-d and 14a-c were prepared from 2'-deoxyuridine functionalized at 5 and 6-position of the pyrimidine ring with hapten reporter groups, e.g. adamantane, carbazole, dansyl and dabsyl, suitable for use in immunodetection nucleic acid testing assays. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Hapten-phosphoramidites based on 6-[(2E)-N-(hexyl)prop-2-enamidyl]-2′-deoxyuridine
  作者：Maciej Adamczyk、Srinivasa Rao Akireddy、Phillip G Mattingly、Rajarathnam E Reddy

  DOI：10.1016/s0040-4039(01)01091-7

  日期：2001.8

  Novel hapten-phosphoramidites 11a c were prepared from 2'-deoxyuridine (2) by functionalization at the 6-position and subsequent conjugation with adamantane, carbazole and dansyl reporter groups in good overall yield. (C) 2001 Elsevier Science Ltd. All rights reserved.