(4S)-4-benzyl-3-[(2R,4R)-5-hydroxy-2,4-dimethylpentanoyl]-1,3-oxazolidin-2-one | 643036-60-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (4S)-4-benzyl-3-[(2R,4R)-5-hydroxy-2,4-dimethylpentanoyl]-1,3-oxazolidin-2-one
• CAS: 643036-60-6
• 化学式: C₁₇H₂₃NO₄
• 分子量: 305.374
• InChiKey: UIOLTQUHFWUDGH-NFAWXSAZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4S)-4-benzyl-3-[(2R,4R)-5-hydroxy-2,4-dimethylpentanoyl]-1,3-oxazolidin-2-one 在 咪唑 、 锂硼氢 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 (2R, 4R)-1-<(tert-Butyldimethylsilyl)oxy>-2,4-dimethylpentan-5-ol
  参考文献：
  名称：

  Synthetic routes to the stereoisomers of 2,4-dimethylpentane-1,5-diol derivatives

  摘要：

  Five different routes to every stereoisomer of non-symmetric derivatives of 2,4-dimethylpentanedioic acid and/or of O-monoprotected 2.4-dimethylpentane-1,5-diols, which are common building blocks for the total synthesis of many polypropionates. have been investigated. Alkylation of the lithium enolate of N-propanoylpseudoephedrine turned out to be the most appropriate method. in connection with the synthesis of fragment C1-C5 of amphidinolide K. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.199
• 作为产物：
  描述：

  (S)-4-苄基-3-丙酰基-2-噁唑烷酮 在 bis(cyclohexanyl)borane 、 sodium hexamethyldisilazane 作用下， 生成 (4S)-4-benzyl-3-[(2R,4R)-5-hydroxy-2,4-dimethylpentanoyl]-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthetic routes to the stereoisomers of 2,4-dimethylpentane-1,5-diol derivatives

  摘要：

  Five different routes to every stereoisomer of non-symmetric derivatives of 2,4-dimethylpentanedioic acid and/or of O-monoprotected 2.4-dimethylpentane-1,5-diols, which are common building blocks for the total synthesis of many polypropionates. have been investigated. Alkylation of the lithium enolate of N-propanoylpseudoephedrine turned out to be the most appropriate method. in connection with the synthesis of fragment C1-C5 of amphidinolide K. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.09.199