(4S)-3-[(2S)-2-azido-5-bromopentanoyl]-4-benzyl-1,3-oxazolidin-2-one | 203739-36-0

• 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: (4S)-3-[(2S)-2-azido-5-bromopentanoyl]-4-benzyl-1,3-oxazolidin-2-one
• CAS: 203739-36-0
• 化学式: C₁₅H₁₇BrN₄O₃
• 分子量: 381.229
• InChiKey: WAEZURHJFRHDRG-STQMWFEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4S)-3-[(2S)-2-azido-5-bromopentanoyl]-4-benzyl-1,3-oxazolidin-2-one 在 lithium hydroxide 、 双氧水 作用下， 以95%的产率得到(2S)-2-azido-5-bromovaleric acid
  参考文献：
  名称：

  Asymmetric synthesis of ω-bromo-2(S)-azido acids as precursors for the synthesis of novel amino acids

  摘要：

  A series of omega-bromo-2(S)-azido acids with side-chain lengths ranging from 3-5 methylene units has been synthesized. These intermediates enable the facile synthesis of chiral non-natural amino acids containing virtually any nucleophile capable of substituting the omega-bromo group. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10608-6
• 作为产物：
  描述：

  (S)-4-苄基-3-(5-溴戊基)噁唑烷-2-酮 在 2,4,6-三异丙基苯磺酰叠氮化物 、 双(三甲基硅烷基)氨基钾 作用下， 生成 (4S)-3-[(2S)-2-azido-5-bromopentanoyl]-4-benzyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Asymmetric synthesis of ω-bromo-2(S)-azido acids as precursors for the synthesis of novel amino acids

  摘要：

  A series of omega-bromo-2(S)-azido acids with side-chain lengths ranging from 3-5 methylene units has been synthesized. These intermediates enable the facile synthesis of chiral non-natural amino acids containing virtually any nucleophile capable of substituting the omega-bromo group. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10608-6

文献信息

• Asymmetric synthesis of ω-bromo-2(S)-azido acids as precursors for the synthesis of novel amino acids
  作者：Joseph T. Lundquist、Thomas A. Dix

  DOI：10.1016/s0040-4039(97)10608-6

  日期：1998.2

  A series of omega-bromo-2(S)-azido acids with side-chain lengths ranging from 3-5 methylene units has been synthesized. These intermediates enable the facile synthesis of chiral non-natural amino acids containing virtually any nucleophile capable of substituting the omega-bromo group. (C) 1998 Elsevier Science Ltd. All rights reserved.