(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-bromo-7-methoxy-indan-2-carboxylic acid ethyl ester | 256329-06-3

• 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)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-bromo-7-methoxy-indan-2-carboxylic acid ethyl ester
• CAS: 256329-06-3
• 化学式: C₂₂H₂₅BrN₂O₄
• 分子量: 461.355
• InChiKey: LSXLLDQFJVZOQD-PGRDOPGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  29.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  90.65
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-bromo-7-methoxy-indan-2-carboxylic acid ethyl ester 在 碳酸氢钠 、 三乙胺 、 三氟乙酸 、 sodium chloride 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 18.5h， 生成 (S)-ethyl 4-bromo-2-[(N-carbo-2,2-dimethylethoxy)amino]-7-methoxyindan-2-carboxylate
  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：

  (S,S)-N-[4-bromo-2-(carboethoxy)-7-methoxyindan-2-yl]-2-[(N-carbo-2,2-dimethylethoxy)amino]-3-phenylpropanamide 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以1.42 g的产率得到(S)-2-((S)-2-Amino-3-phenyl-propionylamino)-4-bromo-7-methoxy-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