(S)-4-Bromo-7-methoxy-2-[(S)-3-phenyl-2-(3-phenyl-thioureido)-propionylamino]-indan-2-carboxylic acid ethyl ester | 256329-07-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-4-Bromo-7-methoxy-2-[(S)-3-phenyl-2-(3-phenyl-thioureido)-propionylamino]-indan-2-carboxylic acid ethyl ester
• CAS: 256329-07-4
• 化学式: C₂₉H₃₀BrN₃O₄S
• 分子量: 596.545
• InChiKey: JPLFPCRPJXGGIE-PWUYWRBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.57
• 重原子数：
  38.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  88.69
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-4-Bromo-7-methoxy-2-[(S)-3-phenyl-2-(3-phenyl-thioureido)-propionylamino]-indan-2-carboxylic acid ethyl ester 在 sodium hydroxide 、 碳酸氢钠 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 三氟乙酸 、 sodium chloride 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 87.0h， 生成 (S,S)-cyclo-bis(2-amino-4-bromo-7-methoxyindan-2-carboxylic acid)
  参考文献：
  名称：

  Organic crystal engineering with piperazine-2,5-diones. 2. Crystal packing of weakly dipolar piperazinediones derived from 2-amino-4-bromo-7-methoxyindan-2-carboxylic acid

  摘要：

  Piperazine-2,5-diones with the potential to manifest three chemically distinct and linearly independent intermolecular interactions were synthesized from the enantiomers of 2-amino-4-bromo-7-methoxyindan-2-carboxylic acid. Samples of enantiomerically pure, racemic, and meso piperazinediones were characterized in the solid state by X-ray crystallography. "Ladder-like" intermolecular amide-to-amide hydrogen bonding interactions were observed in each case, establishing tape structures parallel to one crystallographic axis. The observed tape morphologies and crystal packing closely resemble that previously observed for a topographically similar tetramethoxy-piperazinedione. The results obtained demonstrate that the weak dipoles associated with the p-bromoanisole moiety play no role in determining order in the crystalline state. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00924-2
• 作为产物：
  描述：

  (+/-)-ethyl 2-amino-4-bromo-7-dimethoxyindan-2-carboxylate 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 (S)-4-Bromo-7-methoxy-2-[(S)-3-phenyl-2-(3-phenyl-thioureido)-propionylamino]-indan-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Organic crystal engineering with piperazine-2,5-diones. 2. Crystal packing of weakly dipolar piperazinediones derived from 2-amino-4-bromo-7-methoxyindan-2-carboxylic acid

  摘要：

  Piperazine-2,5-diones with the potential to manifest three chemically distinct and linearly independent intermolecular interactions were synthesized from the enantiomers of 2-amino-4-bromo-7-methoxyindan-2-carboxylic acid. Samples of enantiomerically pure, racemic, and meso piperazinediones were characterized in the solid state by X-ray crystallography. "Ladder-like" intermolecular amide-to-amide hydrogen bonding interactions were observed in each case, establishing tape structures parallel to one crystallographic axis. The observed tape morphologies and crystal packing closely resemble that previously observed for a topographically similar tetramethoxy-piperazinedione. The results obtained demonstrate that the weak dipoles associated with the p-bromoanisole moiety play no role in determining order in the crystalline state. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00924-2