3-benzyl-5-phenyl-oxazolidin-4-one | 66223-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3-benzyl-5-phenyl-oxazolidin-4-one
• 英文别名: 3-Benzyl-5-phenyl-oxazolidin-4-on；3-Benzyl-5-phenyl-1,3-oxazolidin-4-one
• CAS: 66223-64-1
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: OEHITXXZAULECC-UHFFFAOYSA-N

物化性质

• 熔点：
  63-65 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  465.5±45.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-benzyl-2-hydroxy-2-phenylacetamide 、 聚合甲醛 以44%的产率得到
  参考文献：
  名称：

  KAMETANI TETSUJI; KIGASAWA KAXUO; HIIRAGI MINEHARU; WAGATSUMA NAGATOSHI; +, YAKUGAKU DZASSI, YAKUGAKU ZASSNI, J. PHARM. SOS. JAR., 1978, 98, NO 6, 81+

  摘要：

  DOI：

文献信息

• β-Lactam-Forming Photochemical Reactions of <i>N</i>-Trimethylsilylmethyl- and <i>N</i>-Tributylstannylmethyl-Substituted α-Ketoamides
  作者：Runtang Wang、Chuanfeng Chen、Eileen Duesler、Patrick S. Mariano、Ung Chan Yoon

  DOI：10.1021/jo030343q

  日期：2004.2.1

  Two mechanisms have been proposed for the beta-lactam-forming photochemical reactions of alpha-ketoamides. One, suggested by Aoyama, involves excited-state H-atom abstraction while the other, put forth by Whitten, follows a sequential SET-proton-transfer route. The photochemical properties of N-trimethylsilylmethyl- and N-tributylstannylmethyl-substituted alpha-ketoamides were explored in order to gain information about the mechanism of this process and to develop a regioselective method for beta-lactam formation. The results of this effort show that (1) photoreactions of N-trimethylsilylmethyl-substituted alpha-ketoamides proceed by competitive H-atom abstraction and sequential SET-desilylation pathways and (2) a sequential SET-destannylation pathway is preferentially followed in photochemical reactions of the tributylstannylmethyl-substituted alpha-ketoamides.
• KAMETANI TETSUJI; KIGASAWA KAZUO; HIIRAGI MNEHARU; WAGATSUMA NAGATOSHI; K+, HETEROCYCLES, 1977, 7, NO 2, 919-925
  作者：KAMETANI TETSUJI、 KIGASAWA KAZUO、 HIIRAGI MNEHARU、 WAGATSUMA NAGATOSHI、 K+

  DOI：——

  日期：——