[(2R,4aR,6S,7R,8R,8aS)-7-[(2-diphenylphosphanylbenzoyl)amino]-2-(4-methoxyphenyl)-6-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] 2-cyclohexylacetate | 1225431-76-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: [(2R,4aR,6S,7R,8R,8aS)-7-[(2-diphenylphosphanylbenzoyl)amino]-2-(4-methoxyphenyl)-6-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] 2-cyclohexylacetate
• CAS: 1225431-76-4
• 化学式: C₄₈H₅₀NO₈P
• 分子量: 799.901
• InChiKey: KKAAKHSEONDBAT-LRQPVBKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  58
• 可旋转键数：
  14
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-[(2R,4aR,6S,7R,8R,8aS)-8-hydroxy-2-(4-methoxyphenyl)-6-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl]-2-diphenylphosphanylbenzamide 、 环己基乙酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 [(2R,4aR,6S,7R,8R,8aS)-7-[(2-diphenylphosphanylbenzoyl)amino]-2-(4-methoxyphenyl)-6-phenylmethoxy-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] 2-cyclohexylacetate
  参考文献：
  名称：

  Naplephos: a modular library of chiral phosphines based on d-glucose for highly enantioselective asymmetric catalysis

  摘要：

  Simple functionalisation of N-acetylglucosamine produces the modular ligand library naplephos, which combines the performance of 'privileged' ligands based on 1,2-trans-cyclohexanediamine with flexibility and accessibility. With the proper choice of substituents, the basic structure was suitably adapted to the Pd-catalysed asymmetric allylic alkylation of rac-(E)-1,3-dipheny1-2-propenyl acetate with dimethyl malonate, producing the (S)-product in ee's of up to 96% ee. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.01.005

文献信息

• Naplephos: a modular library of chiral phosphines based on d-glucose for highly enantioselective asymmetric catalysis
  作者：Vincenzo Benessere、Francesco Ruffo

  DOI：10.1016/j.tetasy.2010.01.005

  日期：2010.2

  Simple functionalisation of N-acetylglucosamine produces the modular ligand library naplephos, which combines the performance of 'privileged' ligands based on 1,2-trans-cyclohexanediamine with flexibility and accessibility. With the proper choice of substituents, the basic structure was suitably adapted to the Pd-catalysed asymmetric allylic alkylation of rac-(E)-1,3-dipheny1-2-propenyl acetate with dimethyl malonate, producing the (S)-product in ee's of up to 96% ee. (C) 2010 Elsevier Ltd. All rights reserved.