(3S)-methyl-(2R)-phenyl-2,3-dihydrooxazolo[3,2-a]pyrimidin-7-one | 305846-72-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S)-methyl-(2R)-phenyl-2,3-dihydrooxazolo[3,2-a]pyrimidin-7-one
• CAS: 305846-72-4
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: RVWVELZUHDSZLI-CABZTGNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3S)-methyl-(2R)-phenyl-2,3-dihydrooxazolo[3,2-a]pyrimidin-7-one 在 sodium hydroxide 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以97%的产率得到1-((2R)-hydroxy-(1S)-methyl-2-phenylethyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  An Efficient Synthesis of a New Series of Acyclonucleosides Starting from β-Amino Alcohols

  摘要：

  A series of new acyclonucleosides analogues 3 has been synthesized very efficiently in three steps starting from beta-amino alcohols 1. The key step of this process is a nucleophilic substitution with various nucleophiles on 2,2'-anhydronucleosides 2. The chemo- and stereoselectivities of this reaction are discussed. AM1 calculations sustained the observed chemoselectivity.

  DOI：

  10.1021/jo000812d
• 作为产物：
  描述：

  去甲麻黄碱 以 乙醇 为溶剂， 反应 18.0h， 生成 (3S)-methyl-(2R)-phenyl-2,3-dihydrooxazolo[3,2-a]pyrimidin-7-one
  参考文献：
  名称：

  An Efficient Synthesis of a New Series of Acyclonucleosides Starting from β-Amino Alcohols

  摘要：

  A series of new acyclonucleosides analogues 3 has been synthesized very efficiently in three steps starting from beta-amino alcohols 1. The key step of this process is a nucleophilic substitution with various nucleophiles on 2,2'-anhydronucleosides 2. The chemo- and stereoselectivities of this reaction are discussed. AM1 calculations sustained the observed chemoselectivity.

  DOI：

  10.1021/jo000812d