(S)-3-(1-oxopropyl)-4-(2-methylpropyl)-2-oxazolidine | 112781-31-4

• 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: (S)-3-(1-oxopropyl)-4-(2-methylpropyl)-2-oxazolidine
• 英文别名: (4S)-4-(2-methylpropyl)-3-propanoyl-1,3-oxazolidin-2-one
• CAS: 112781-31-4
• 化学式: C₁₀H₁₇NO₃
• 分子量: 199.25
• InChiKey: NPJJKKCTSGRZOL-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (S)-3-(1-oxopropyl)-4-(2-methylpropyl)-2-oxazolidine 、 (R)-2-(benzyloxy)-3-methylbutanal 生成 (S)-3-((2R,3S,4R)-4-Benzyloxy-3-hydroxy-2,5-dimethyl-hexanoyl)-4-isobutyl-oxazolidin-2-one 、 (4S)-3-<(2R,3R,4R)-4-benzyloxy-3-hydroxy-2,5-dimethyl-1-oxohexyl>-4-(2-methylpropyl)-2-oxazolidinone
  参考文献：
  名称：

  双氢精蛋白的合成研究。一世。修订了羟基异戊基丙酰基（hip）单元的立体化学。

  摘要：

  合成和光谱证据的绝对构型中存在于二肽双氢精蛋白中的羟基异戊二酰基丙酰基（HIP）单元的不对称中心。

  DOI：

  10.1016/s0040-4020(01)96067-3
• 作为产物：
  描述：

  丙酸酐 、 (S)-4-异丁基-2-噁唑烷酮 在 (S)-2-苯基-3,4-二氢-2H-苯并[4,5]噻唑并[3,2-A]嘧啶 、 N,N-二异丙基乙胺 作用下， 以 氘代氯仿 为溶剂， 反应 8.0h， 生成 (S)-3-(1-oxopropyl)-4-(2-methylpropyl)-2-oxazolidine
  参考文献：
  名称：

  Absolute Configuration of Lactams and Oxazolidinones Using Kinetic Resolution Catalysts

  摘要：

  A simple method for determining the absolute configuration of oxazolidinones, lactams, and their derivatives using kinetic resolution catalysts is described. The optically pure substrates were acylated using the (S)-HBTM and the (R)-HBTM catalyst, and the faster reaction was determined. An empirical mnemonic was developed for the assignment of the absolute configuration based on the fast-reacting catalyst.

  DOI：

  10.1021/ol303239t

文献信息

• CYTOTOXIN COMPOUNDS AND METHODS OF ISOLATION
  申请人：UNIVERSITY OF SOUTH FLORIDA

  公开号：US20160297790A1

  公开（公告）日：2016-10-13

  The present invention concerns groups of compounds derived from tunicates of the Synoicum species, as well as to pharmaceutical compositions comprising these compounds, and uses thereof. Extracts from tunicates show selective toxicity against several different cancer cell lines in the NCI 60 cell line panel. These compounds are useful in the effective treatment of cancers, particularly malignant melanomas, colon cancer, and renal cancer cell lines.