(R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester | 191786-66-0

• 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: (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester
• CAS: 191786-66-0
• 化学式: C₄₂H₃₈F₆N₅O₈P
• 分子量: 885.757
• InChiKey: NALGCIBZGHLJSJ-PVJUFUEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.11
• 重原子数：
  62.0
• 可旋转键数：
  15.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  145.15
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  2-N-isobutyryl-3'-O-tert-butyldiphenylsilyl-2'-deoxyguanosine 、 (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester 在 四丁基氟化铵 、 tert-butoxymagnesium chloride 作用下， 生成 (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester (2R,3S,5R)-3-hydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Diastereoselective Synthesis of 2′-Deoxy and 2′-O-Methyl Dinucleoside (3′ 5′)-Methylphosphonates via Alkoxymagnesium Chloride-Mediated Nucleoside Coupling

  摘要：

  A diastereoselective dinucleoside methylphosphonate synthetic method that features coupling of diastereomerically pure 1,1,1,3,3,3-hexafluoro-2-propyl nucleoside-3'-O-methylphosphonate monomers with 3'-O-protected nucleoside monomers mediated by alkoxymagnesium chloride reagents is described. This synthetic method was found to be diastereospecific in the synthesis of selected 2'-deoxy dinucleoside methyphosphonates and diastereoselective in the synthesis of all sixteen 2'-O-methyl dinucleoside methylphosphonates.

  DOI：

  10.1080/07328319708001359
• 作为产物：
  描述：

  六氟异丙醇 、 dA-Me亚磷酸酰胺 在 吡啶 、 四氮唑 、 碘 作用下， 生成 (S)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester 、 (R)-Methyl-phosphonic acid (2R,3S,5R)-5-(6-benzoylamino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-3-yl ester 2,2,2-trifluoro-1-trifluoromethyl-ethyl ester
  参考文献：
  名称：

  Diastereoselective Synthesis of 2′-Deoxy and 2′-O-Methyl Dinucleoside (3′ 5′)-Methylphosphonates via Alkoxymagnesium Chloride-Mediated Nucleoside Coupling

  摘要：

  A diastereoselective dinucleoside methylphosphonate synthetic method that features coupling of diastereomerically pure 1,1,1,3,3,3-hexafluoro-2-propyl nucleoside-3'-O-methylphosphonate monomers with 3'-O-protected nucleoside monomers mediated by alkoxymagnesium chloride reagents is described. This synthetic method was found to be diastereospecific in the synthesis of selected 2'-deoxy dinucleoside methyphosphonates and diastereoselective in the synthesis of all sixteen 2'-O-methyl dinucleoside methylphosphonates.

  DOI：

  10.1080/07328319708001359