N-[(1S,2S)-3-[bis(4-methoxyphenyl)-phenylmethoxy]-1-hydroxy-1-phenylpropan-2-yl]-2,2,2-trifluoroacetamide | 180262-30-0

• 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: N-[(1S,2S)-3-[bis(4-methoxyphenyl)-phenylmethoxy]-1-hydroxy-1-phenylpropan-2-yl]-2,2,2-trifluoroacetamide
• CAS: 180262-30-0
• 化学式: C₃₂H₃₀F₃NO₅
• 分子量: 565.589
• InChiKey: CFPNWYRKCZXJEW-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  77
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-[(1S,2S)-3-[bis(4-methoxyphenyl)-phenylmethoxy]-1-hydroxy-1-phenylpropan-2-yl]-2,2,2-trifluoroacetamide 在 咪唑 、 三乙胺 、 三氯化磷 作用下， 以 二氯甲烷 为溶剂， 生成 [(1S,2S)-3-[bis(4-methoxyphenyl)-phenylmethoxy]-1-phenyl-2-[(2,2,2-trifluoroacetyl)amino]propoxy]phosphinic acid
  参考文献：
  名称：

  Synthesis and Properties of Combinatorial Libraries of Phosphoramidates

  摘要：

  We have assembled a set of combinatorial libraries of phosphoramidates for pharmacological evaluation. A range of functionalized and unfunctionalized diols, representing a variety of diversity elements, were converted into their corresponding dimethoxytrityl H-phosphonate derivatives which were coupled to each other to produce H-phosphonate dimers and trimers. The H-phosphonate diesters were converted into phosphoramidates by reaction with a wide range of primary and secondary amines. Very large libraries (theoretically, in excess of one million compounds) possessing five sites of diversity were generated for use in our drug discovery program. Smaller libraries with lower molecular weights were also prepared in which only two monomeric units were coupled together and converted into their phosphoramidate derivatives. Methods for the attachment of both radioactive and nonradioactive labels, including (32)phosphorus, tritium, and fluorescein, have been developed. Representative single sequences were also prepared and their chemical properties studied.

  DOI：

  10.1021/jo960192+
• 作为产物：
  描述：

  (1S,2S)-(+)-2-氨基-1-苯基-1,3-丙二醇 在 吡啶 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 5.5h， 生成 N-[(1S,2S)-3-[bis(4-methoxyphenyl)-phenylmethoxy]-1-hydroxy-1-phenylpropan-2-yl]-2,2,2-trifluoroacetamide
  参考文献：
  名称：

  Synthesis and Properties of Combinatorial Libraries of Phosphoramidates

  摘要：

  We have assembled a set of combinatorial libraries of phosphoramidates for pharmacological evaluation. A range of functionalized and unfunctionalized diols, representing a variety of diversity elements, were converted into their corresponding dimethoxytrityl H-phosphonate derivatives which were coupled to each other to produce H-phosphonate dimers and trimers. The H-phosphonate diesters were converted into phosphoramidates by reaction with a wide range of primary and secondary amines. Very large libraries (theoretically, in excess of one million compounds) possessing five sites of diversity were generated for use in our drug discovery program. Smaller libraries with lower molecular weights were also prepared in which only two monomeric units were coupled together and converted into their phosphoramidate derivatives. Methods for the attachment of both radioactive and nonradioactive labels, including (32)phosphorus, tritium, and fluorescein, have been developed. Representative single sequences were also prepared and their chemical properties studied.

  DOI：

  10.1021/jo960192+