N,N'-ethylenebis-<3-(p-toluenesulphonylamino)propyl methanesulphonate> | 174709-61-6

• 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: N,N'-ethylenebis-<3-(p-toluenesulphonylamino)propyl methanesulphonate>
• 英文别名: 3-[(4-Methylphenyl)sulfonyl-[2-[(4-methylphenyl)sulfonyl-(3-methylsulfonyloxypropyl)amino]ethyl]amino]propyl methanesulfonate
• CAS: 174709-61-6
• 化学式: C₂₄H₃₆N₂O₁₀S₄
• 分子量: 640.821
• InChiKey: RSPOZHWBABWPLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  40
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  195
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  N,N'-ethylenebis-<3-(p-toluenesulphonylamino)propyl methanesulphonate> 在 palladium on activated charcoal lithium aluminium tetrahydride 、 硼烷四氢呋喃络合物 、 四溴化碳 、 氢气 、 caesium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 106.5h， 生成 2-(3-Bromopropyl)-1,4,8,11-tetrakis-(4-methylphenyl)sulfonyl-1,4,8,11-tetrazacyclotetradecane
  参考文献：
  名称：

  A Versatile Intermediate for the Preparation of C-Functionalized Azamacrocycles and Application to the Synthesis of the Potent Anti-HIV Agent (±)JM2936

  摘要：

  DOI：

  10.1021/jo951499w
• 作为产物：
  描述：

  N,N-双(乙烯)-对甲苯磺酰胺 在 吡啶 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 73.5h， 生成 N,N'-ethylenebis-<3-(p-toluenesulphonylamino)propyl methanesulphonate>
  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.
• A Versatile Intermediate for the Preparation of C-Functionalized Azamacrocycles and Application to the Synthesis of the Potent Anti-HIV Agent (±)JM2936
  作者：Gary J. Bridger、Renato T. Skerlj、Sreenivasan Padmanabhan、David Thornton

  DOI：10.1021/jo951499w

  日期：1996.1.1
• Chemoenzymatic syntheses of two optically active hexa-azamacrocycles
  作者：Ignacio Alfonso、Francisca Rebolledo、Vicente Gotor

  DOI：10.1016/s0957-4166(99)00010-5

  日期：1999.1

  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.