(4R)-3-[(3R)-4-methyl-3-phenylpentanoyl]-4-phenyl-1,3-oxazolidin-2-one | 176018-92-1

• 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: (4R)-3-[(3R)-4-methyl-3-phenylpentanoyl]-4-phenyl-1,3-oxazolidin-2-one
• CAS: 176018-92-1
• 化学式: C₂₁H₂₃NO₃
• 分子量: 337.419
• InChiKey: JFJWHAKPYJFGEO-MOPGFXCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4R)-3-[(3R)-4-methyl-3-phenylpentanoyl]-4-phenyl-1,3-oxazolidin-2-one 在 N-溴代丁二酰亚胺(NBS) 、 三氟甲磺酸二丁硼 、 N,N-二异丙基乙胺 作用下， 生成 (4R)-3-[(2R,3R)-2-bromo-4-methyl-3-phenylpentanoyl]-4-phenyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  光学纯β-异丙基苯基丙氨酸的不对称合成：一种新的β-支链异常氨基酸

  摘要：

  高度构象受限的不寻常氨基酸β-异丙基苯基丙氨酸的所有四个光学纯异构体均已不对称合成。

  DOI：

  10.1016/0040-4039(96)00091-3
• 作为产物：
  描述：

  (2E)-4-methylpent-2-enoic acid 在 正丁基锂 、 copper bromide dimethyl sulfide complex 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 (4R)-3-[(3R)-4-methyl-3-phenylpentanoyl]-4-phenyl-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis and conformational features of topographically constrained designer chimeric amino acids: The β-isopropyl phenylalanines

  摘要：

  All four optically pure isomers of the highly conformationally constrained novel chimeric amino acid, beta-isopropylphenylalanine or beta-phenylleucine, were asymmetrically synthesized in five to six steps in 20-25% overall yield. Computer-assisted molecular modeling revealed that the beta-isopropyl group in these chimeric amino acids plays the dominant role in determining the most favorable side chain conformations. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10127-2

文献信息

• Asymmetric synthesis of optically pure β-isopropylphenylalanine: A new β-branched unusual amino acid
  作者：Subo Liao、Victor J. Hruby

  DOI：10.1016/0040-4039(96)00091-3

  日期：1996.3

  All four optically pure isomers of a highly conformationally constrained unusual amino acid, β-isopropylphenylalanine, have been asymmetrically synthesized.

  高度构象受限的不寻常氨基酸β-异丙基苯基丙氨酸的所有四个光学纯异构体均已不对称合成。
• Synthesis and conformational features of topographically constrained designer chimeric amino acids: The β-isopropyl phenylalanines
  作者：Subo Liao、Mark D. Shenderovich、Jun Lin、Victor J. Hruby

  DOI：10.1016/s0040-4020(97)10127-2

  日期：1997.12

  All four optically pure isomers of the highly conformationally constrained novel chimeric amino acid, beta-isopropylphenylalanine or beta-phenylleucine, were asymmetrically synthesized in five to six steps in 20-25% overall yield. Computer-assisted molecular modeling revealed that the beta-isopropyl group in these chimeric amino acids plays the dominant role in determining the most favorable side chain conformations. (C) 1997 Elsevier Science Ltd.