[(2R,3S,5R)-2-[[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-3-yl]oxy-methoxyphosphoryl]oxymethyl]-5-(3-benzoyl-5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate | 126733-74-2

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷酸
• 英文名称: [(2R,3S,5R)-2-[[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-3-yl]oxy-methoxyphosphoryl]oxymethyl]-5-(3-benzoyl-5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
• CAS: 126733-74-2
• 化学式: C₆₃H₅₈N₇O₁₅P
• 分子量: 1184.17
• InChiKey: IFIYWTKEJPTQJC-ZSNBEOOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  86
• 可旋转键数：
  22
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  248
• 氢给体数：
  1
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  Phosphorochloridous acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester methyl ester 在 吡啶 、 氘代吡啶 、 水 、 碘 作用下， 以 吡啶 、 氘代吡啶 为溶剂， 反应 0.25h， 生成 [(2R,3S,5R)-2-[[[(2R,3S,5R)-5-(6-benzamidopurin-9-yl)-2-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]oxolan-3-yl]oxy-methoxyphosphoryl]oxymethyl]-5-(3-benzoyl-5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-3-yl] benzoate
  参考文献：
  名称：

  Nonoxidative chlorination of dialkyl phosphonates to dialkyl phosphorochloridites. A new approach to oligonucleotide synthesis

  摘要：

  Several dialkyl phosphonates and alkyl nucleoside 3'-phosphonates were transformed into the corresponding highly reactive phosphorochloridites without oxidation of phosphorus by use of tris(2,4,6-tribromophenoxy)-dichlorophosphorane (BDCP) as a chlorinating reagent. The reaction was applied to internucleotidic bond formation. 2-Cyanoethyl and methyl nucleoside 3'-phosphonates were prepared in high yields and were stable enough to be used as starting materials in oligonucleotide synthesis. Examination of dodecathymidylate synthesis on a polymer support, using 2-cyanoethyl or methyl nucleoside 3'-phosphonate as building blocks, showed that the 2-cyanoethyl nucleoside 3'-phosphonate was more effective.

  DOI：

  10.1021/jo00003a056

文献信息

• WADA, TAKESHI;KATO, RYOHEI;HATA, TSUJIAKI, J. ORG. CHEM., 56,(1991) N, C. 1243-1250
  作者：WADA, TAKESHI、KATO, RYOHEI、HATA, TSUJIAKI

  DOI：——

  日期：——