[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[2-[2-[[2-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-2-oxoacetyl]amino]phenyl]anilino]-2-oxoacetate | 945730-59-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[2-[2-[[2-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-2-oxoacetyl]amino]phenyl]anilino]-2-oxoacetate
• CAS: 945730-59-6
• 化学式: C₃₆H₄₈N₂O₆
• 分子量: 604.787
• InChiKey: GZQRXWGLMNSRLV-QTDZXXNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[2-[2-[[2-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-2-oxoacetyl]amino]phenyl]anilino]-2-oxoacetate 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以59%的产率得到[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[2-[2-[[2-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-2-oxoethanethioyl]amino]phenyl]anilino]-2-sulfanylideneacetate
  参考文献：
  名称：

  Molecular self-assembly and optical activity of chiral thionooxalamic acid esters

  摘要：

  Three chiral bisthionooxalamides were synthesized by acylation with ethyl or (1R)-menthyl chloroxoacetate of the corresponding diamines and subsequent thionation with Lawesson's reagent. Single crystal X-ray diffraction analysis revealed that products 4b-7b self-assemble in the solid state by the ring [N-H center dot center dot center dot O=C, R-2(2) (10)] or chain [N-H center dot center dot center dot S=C, C(4)] hydrogen-bond motifs. Only in the 2 case of 4b was a helical superstructure formed. In racemic compound 6b, the molecules are connected via N-H center dot center dot center dot S=C hydrogen bonds into homochiral chains, similar to those formed in 7b. The solid state CD spectra of chiral bisthionooxalamides are characterized by strong Cotton effects in the region of the thioamide n-pi* transition. Their sign is determined by the helicity of the S=C-C=O unit. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.019
• 作为产物：
  描述：

  L-薄荷醇 在 三乙胺 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 10.0h， 生成 [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 2-[2-[2-[[2-[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-2-oxoacetyl]amino]phenyl]anilino]-2-oxoacetate
  参考文献：
  名称：

  Molecular self-assembly and optical activity of chiral thionooxalamic acid esters

  摘要：

  Three chiral bisthionooxalamides were synthesized by acylation with ethyl or (1R)-menthyl chloroxoacetate of the corresponding diamines and subsequent thionation with Lawesson's reagent. Single crystal X-ray diffraction analysis revealed that products 4b-7b self-assemble in the solid state by the ring [N-H center dot center dot center dot O=C, R-2(2) (10)] or chain [N-H center dot center dot center dot S=C, C(4)] hydrogen-bond motifs. Only in the 2 case of 4b was a helical superstructure formed. In racemic compound 6b, the molecules are connected via N-H center dot center dot center dot S=C hydrogen bonds into homochiral chains, similar to those formed in 7b. The solid state CD spectra of chiral bisthionooxalamides are characterized by strong Cotton effects in the region of the thioamide n-pi* transition. Their sign is determined by the helicity of the S=C-C=O unit. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.06.019