9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-{(E)-1-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2,3-diphenyl-allylamino}-1,9-dihydro-purin-6-one | 743458-14-2

• 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: 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-{(E)-1-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2,3-diphenyl-allylamino}-1,9-dihydro-purin-6-one
• CAS: 743458-14-2
• 化学式: C₅₆H₅₆N₆O₇
• 分子量: 925.097
• InChiKey: YTURQRHUBQHFAB-BESVLRCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.85
• 重原子数：
  69.0
• 可旋转键数：
  19.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  154.01
• 氢给体数：
  4.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  双(二异丙基氨基)(2-氰基乙氧基)膦 、 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-{(E)-1-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2,3-diphenyl-allylamino}-1,9-dihydro-purin-6-one 在 二异丙基铵盐四氮唑 作用下， 以66%的产率得到Diisopropyl-phosphoramidous acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2-{(E)-1-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2,3-diphenyl-allylamino}-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester
  参考文献：
  名称：

  Synthesis of oligodeoxynucleotides containing a single diastereoisomer of α-(N2-2′-deoxyguanosinyl)-N-desmethyltamoxifen

  摘要：

  A phosphoramidite chemical synthesis of oligodeoxynucleotides containing a diastereoisomer of (E)-alpha-(N-2-deoxyguanosinyl)-N-desmethyltamoxifen, a major tamoxifen (TAM)-derived DNA adduct in animal and women treated with TAM, was described. The site-specifically modified oligodeoxynucleotide can be used for mutagenesis, DNA repair, and 3D structural studies and also as standard for quantitative analysis of TAM-DNA adducts in animal and human. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.030
• 作为产物：
  描述：

  N-去甲基(E)-alpha-羟基他莫昔芬 在 palladium dihydroxide 氢气 、 焦磷酸硫胺素 、 三乙胺 、 甲胺 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 二甲基亚砜 、 乙酸乙酯 为溶剂， 20.0~75.0 ℃ 、344.74 kPa 条件下， 生成 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-{(E)-1-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2,3-diphenyl-allylamino}-1,9-dihydro-purin-6-one
  参考文献：
  名称：

  Synthesis of oligodeoxynucleotides containing a single diastereoisomer of α-(N2-2′-deoxyguanosinyl)-N-desmethyltamoxifen

  摘要：

  A phosphoramidite chemical synthesis of oligodeoxynucleotides containing a diastereoisomer of (E)-alpha-(N-2-deoxyguanosinyl)-N-desmethyltamoxifen, a major tamoxifen (TAM)-derived DNA adduct in animal and women treated with TAM, was described. The site-specifically modified oligodeoxynucleotide can be used for mutagenesis, DNA repair, and 3D structural studies and also as standard for quantitative analysis of TAM-DNA adducts in animal and human. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.030