3,4-diphenyl-1-benzyl-3-hydroxyazetidin-2-one | 64201-01-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4-diphenyl-1-benzyl-3-hydroxyazetidin-2-one
• 英文别名: 1-Benzyl-3,4-diphenyl-3-hydroxyazetidin-2-on；1-Benzyl-3-hydroxy-3,4-diphenylazetidin-2-one
• CAS: 64201-01-0
• 化学式: C₂₂H₁₉NO₂
• 分子量: 329.398
• InChiKey: HRFPLOXJWLYORX-UHFFFAOYSA-N

物化性质

• 熔点：
  100-102 °C
• 沸点：
  550.6±50.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N-dibenzyl-2-oxo-2-phenylacetamide 反应 15.0h， 以67%的产率得到3,4-diphenyl-1-benzyl-3-hydroxyazetidin-2-one
  参考文献：
  名称：

  Toda, Fumio; Miyamoto, Hisakazu, Journal of the Chemical Society. Perkin transactions I, 1993, # 10, p. 1129 - 1132

  摘要：

  DOI：

文献信息

• PHOTOCHEMICAL REACTIONS OF<i>N</i>,<i>N</i>-DIALKYL α-OXOAMIDES ADSORBED ON SILICA GEL AND ALUMINA
  作者：Hiromu Aoyama、Ken-ichi Miyazaki、Masami Sakamoto、Yoshimori Omote

  DOI：10.1246/cl.1983.1583

  日期：1983.10.5

  N-dialkyl α-oxoamides adsorbed on silica gel were similar to those in acidic methanol, which indicated that the acidity of silanol groups on the surfaces of silica gel played important roles. The photolysis of the amides on alumina resembled those in methanol. The results of the photoreactions also suggested the absence of strong constraint upon the molecular motions of the amides adsorbed on these adsorbents

  N,N-二烷基α-氧代酰胺吸附在硅胶上的光化学反应与酸性甲醇中的光化学反应相似，表明硅胶表面硅烷醇基团的酸性起重要作用。酰胺在氧化铝上的光解类似于在甲醇中的光解。光反应的结果还表明对吸附在这些吸附剂上的酰胺的分子运动没有强约束。
• Medium Effects on Zwitterionic-Biradicaloid Intermediates from Two Phenyl--α-oxoamides. Irradiations in Fluid and Solid Protic Media, Neat Solid Phases, and the Solid, Smectic and Isotropic Phases of a Completely Saturated Phosphonium Salt at Different Te
  作者：Carlos A. Chesta、Mathew George、Chuping Luo、Richard G. Weiss

  DOI：10.1562/2006-07-28-ra-988

  日期：——

  The photochemical processes of two NN-dialkyl phenyl-alpha-oxo-amides, NN-diisopropyl phenyl-alpha-oxoamide (1) and NN-dibenzyl phenyl-a-oxoamide (2), are investigated at different temperatures in methanol and ethylene glycol (to probe the influences of H-bonding and viscosity), in the solid phase Of D-sorbitol at room temperature (to compare with the results in the liquid alcohols and to assess the influence of a poorly organized "stiff" environment), in the neat solid phase (to probe the influence of well-ordered, "stiff" matrices), and in the solid, smectic A(2) and isotropic phases of methyl-tris-tetradecylphosphonium tetrafluoroborate (1P14BF4) (to assess the ability of the intermediates to respond to subtle changes in the order and polarity of their local environments). From differences between the activation parameters for product pathways from irradiations in methanol and in 1P14BF4, we conclude that the zwitterionic pre-product intermediate from 1I is much more sensitive to the polarity, viscosity and order of its local environment than is the isomeric preproduct biradicaloid intermediate or either of the pre-product intermediates from 2. A very sensitive balance among the medium parameters, as well as internal steric and electronic factors of 1 and 2, controls the reactive pathways of the photochernically generated intermediates.
• Photochemical reactions of .alpha.-oxo amides. Norrish type II reactions via zwitterionic intermediates
  作者：Hiromu Aoyama、Masami Sakamoto、Keiko Kuwabara、Katsuhiko Yoshida、Yoshimori Omote

  DOI：10.1021/ja00345a049

  日期：1983.4
• Photochemical reactions of N,N-disubstituted .alpha.-oxoamides
  作者：Hiromu Aoyama、Tadashi Hasegawa、Mariko Watabe、Hiroaki Shiraishi、Yoshimori Omote

  DOI：10.1021/jo00397a009

  日期：1978.2
• Chesta, Carlos A.; Whitten, David G., Journal of the American Chemical Society, 1992, vol. 114, # 6, p. 2188 - 2197
  作者：Chesta, Carlos A.、Whitten, David G.

  DOI：——

  日期：——