Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-ylmethyl ester | 183071-96-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-ylmethyl ester
• 英文别名: 3-[[(2S,3S,4S,5R,6R)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy-[di(propan-2-yl)amino]phosphanyl]oxypropanenitrile
• CAS: 183071-96-7
• 化学式: C₄₃H₆₃N₂O₇PSi
• 分子量: 779.042
• InChiKey: JKFJGBNGRJHTHG-CAIJIUFKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.82
• 重原子数：
  54
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(2S,3S,4R,5R,6R)-6-[[2-cyanoethoxy-[[(2S,3S,4S,5R,6R)-6-[[2-cyanoethoxy-[[(2S,3S,4S,5R,6R)-6-(hydroxymethyl)-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy]phosphoryl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy]phosphoryl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl naphthalene-2-carboxylate 、 Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-ylmethyl ester 在 四氮唑 、 间氯过氧苯甲酸 作用下， 生成 [(2S,3S,4R,5R,6R)-6-[[[(2S,3S,4R,5R,6R)-6-[[[(2S,3S,4S,5R,6R)-6-[[[(2S,3S,4S,5R,6R)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy-(2-cyanoethoxy)phosphoryl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy-(2-cyanoethoxy)phosphoryl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methoxy-(2-cyanoethoxy)phosphoryl]oxymethyl]-3,4,5-tris(phenylmethoxy)oxan-2-yl]methyl naphthalene-2-carboxylate
  参考文献：
  名称：

  Carbonucleotoids and carbopeptoids: New carbohydrate oligomers

  摘要：

  Carbonucleotoids (phosphate-bond linked carbohydrates) and carbopeptoids (peptide bond linked carbohydrates) are proposed as new oligosaccharide ligands. The ready access to these analogues is demonstrated by the facile synthesis of the tetrameric carbonucleotoid 1.

  DOI：

  10.1016/0040-4039(95)00121-r
• 作为产物：
  描述：

  2-氰乙基N,N-二异丙基氯亚磷酰胺 、 [(2S,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-methanol 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 以95%的产率得到Diisopropyl-phosphoramidous acid 2-cyano-ethyl ester (2S,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-ylmethyl ester
  参考文献：
  名称：

  Carbonucleotoids and carbopeptoids: New carbohydrate oligomers

  摘要：

  Carbonucleotoids (phosphate-bond linked carbohydrates) and carbopeptoids (peptide bond linked carbohydrates) are proposed as new oligosaccharide ligands. The ready access to these analogues is demonstrated by the facile synthesis of the tetrameric carbonucleotoid 1.

  DOI：

  10.1016/0040-4039(95)00121-r