2-((S)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-ethanol | 152495-74-4

• 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: 2-((S)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-ethanol
• 英文别名: 2-[(4S)-2-phenyl-4,5-dihydro-1,3-oxazol-4-yl]ethanol
• CAS: 152495-74-4
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: GIXJGUGNLCNSQB-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-((S)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-ethanol 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-3-benzoylamino-tetrahydrofuran
  参考文献：
  名称：

  A remarkable base-induced rearrangement of hydroxy oxazolines to amido tetrahydrofurans

  摘要：

  Asymmetric beta-hydroxy oxazolines have been shown to rearrange at room temperature to isomeric tetrahydrofurans when deprotonated with potassium hydride in tetrahydrofuran.

  DOI：

  10.1021/jo00075a007
• 作为产物：
  描述：

  2-phenyl-4(S)-<2-((2-methyl-2-propyl)thio)-2-oxoethyl>-2-oxazoline 在 sodium tetrahydroborate 作用下， 生成 2-((S)-2-Phenyl-4,5-dihydro-oxazol-4-yl)-ethanol
  参考文献：
  名称：

  A remarkable base-induced rearrangement of hydroxy oxazolines to amido tetrahydrofurans

  摘要：

  Asymmetric beta-hydroxy oxazolines have been shown to rearrange at room temperature to isomeric tetrahydrofurans when deprotonated with potassium hydride in tetrahydrofuran.

  DOI：

  10.1021/jo00075a007

文献信息

• Processes for the Manufacture of Chiral and Racemic Forms of 3-Aminotetrahydrofurans, Their Salts and Derivatives
  申请人：Majeed Muhammed

  公开号：US20080255377A1

  公开（公告）日：2008-10-16

  A novel process for the synthesis of (S)-3-Amino-tetrahydrofuran and (R)-3-Amino-tetrahydrofuran is described. The process is applicable for substituted chiral-3-aminotetrahydrofuran derivatives.

  描述了一种合成(S)-3-氨基四氢呋喃和(R)-3-氨基四氢呋喃的新工艺。该工艺适用于取代手性-3-氨基四氢呋喃衍生物。
• 2-phenyloxazolines as carboxylate precursors - applications to the synthesis of asymmetric branched-chain structures
  作者：Glenn J. McGarvey、Kenneth J. Wilson、Carl E. Shanholtz

  DOI：10.1016/s0040-4039(00)79046-0

  日期：1992.5

  A synthetic approach to the title compounds is presented that features the asymmetric elaboration of a chiral, non-racemic oxazoline followed by a two-step oxidative ring cleavage of the heterocycle to a triamide for further transformation.
• US7514573B2
  申请人：——

  公开号：US7514573B2

  公开（公告）日：2009-04-07
• A remarkable base-induced rearrangement of hydroxy oxazolines to amido tetrahydrofurans
  作者：Kenneth J. Wilson、Michal Sabat、Glenn J. McGarvey

  DOI：10.1021/jo00075a007

  日期：1993.11

  Asymmetric beta-hydroxy oxazolines have been shown to rearrange at room temperature to isomeric tetrahydrofurans when deprotonated with potassium hydride in tetrahydrofuran.