(R,R)-N,N'-(cyclohexane-1,2-diyl)-N,N',N'',N'''-tetrakis(p-toluenesulphonyl)bis(propane-1,3-diamine) | 223704-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R,R)-N,N'-(cyclohexane-1,2-diyl)-N,N',N'',N'''-tetrakis(p-toluenesulphonyl)bis(propane-1,3-diamine)
• 英文别名: 4-methyl-N-[3-[(4-methylphenyl)sulfonyl-[(1R,2R)-2-[(4-methylphenyl)sulfonyl-[3-[(4-methylphenyl)sulfonylamino]propyl]amino]cyclohexyl]amino]propyl]benzenesulfonamide
• CAS: 223704-14-1
• 化学式: C₄₀H₅₂N₄O₈S₄
• 分子量: 845.139
• InChiKey: RQRNDKJNQXBHIS-XRSDMRJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  56
• 可旋转键数：
  18
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  201
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (R,R)-N,N'-(cyclohexane-1,2-diyl)-N,N',N'',N'''-tetrakis(p-toluenesulphonyl)bis(propane-1,3-diamine) 在 氢溴酸 、 potassium carbonate 、 苯酚 作用下， 以 乙腈 为溶剂， 反应 51.5h， 生成 (7R,8R)-7,8-(butane-1,4-diyl)-2,6,9,13-tetraaza[14]paracyclophane
  参考文献：
  名称：

  Chemoenzymatic syntheses of new optically active C2-symmetrical macrocyclic polyazacyclophanes

  摘要：

  The syntheses of new C-2-symmetrical optically active macrocyclic polyazacyclophanes have been achieved from a common synthetic precursor, which has been prepared in enantiopure form by means of a chemoenzymatic pathway. The effect of the aromatic spacer on the flexibility of the systems is also discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.01.031
• 作为产物：
  描述：

  对甲苯磺酰氯 、 (R,R)-N,N'-(cyclohexane-1,2-diyl)bis(propane-1,3-diamine) tetrahydrochloride 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以74%的产率得到(R,R)-N,N'-(cyclohexane-1,2-diyl)-N,N',N'',N'''-tetrakis(p-toluenesulphonyl)bis(propane-1,3-diamine)
  参考文献：
  名称：

  Chemoenzymatic syntheses of two optically active hexa-azamacrocycles

  摘要：

  Two optically active hexa-azamacrocycles with C-2 and D-2 symmetry, respectively, have been efficiently synthesized from the enzymatically prepared (R,R)-cyclohexane-1,2-diamine bis(amidoester) derivative (R,R)-4. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00010-5

文献信息

• Optically active tetraazamacrocycles analogous to cyclam
  作者：Ignacio Alfonso、Covadonga Astorga、Francisca Rebolledo、Vicente Gotor

  DOI：10.1016/s0957-4166(99)00232-3

  日期：1999.7

  The syntheses of enantiopure tetraazamacrocycles analogous to cyclam, (S,S)-3, (R,R)-3 and (S,S,S,S)-4, have been carried out. NMR and semiempirical studies of 3 have revealed that this compound presents a rigid conformation with C-2 symmetry, which is stabilized by intramolecular bifurcated hydrogen bonds. Structural studies for macrocycle 4 have shown that the presence of two cyclohexane rings of (S,S) configuration leads to the loss of the D-2 symmetry in solution, which is in agreement with the AMI calculated structure. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.