(+/-)-3,5-diphenyl-5-hydroxymethyl-2-isoxazoline | 128094-19-9

• 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: (+/-)-3,5-diphenyl-5-hydroxymethyl-2-isoxazoline
• 英文别名: (3,5-diphenyl-4,5-dihydroisoxazol-5-yl)methanol；(3,5-diphenyl-4H-1,2-oxazol-5-yl)methanol
• CAS: 128094-19-9
• 化学式: C₁₆H₁₅NO₂
• 分子量: 253.301
• InChiKey: FNZKEPGVQMASLF-UHFFFAOYSA-N

物化性质

• 熔点：
  107-108 °C
• 沸点：
  407.8±55.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 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：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丁二酸酐 、 (+/-)-3,5-diphenyl-5-hydroxymethyl-2-isoxazoline 在 Amano AK lipase (Pseudomonas fluorescens) 作用下， 以 苯 为溶剂， 反应 48.0h， 生成 (R)-3,5-diphenyl-5-hydroxymethyl-2-isoxazoline 、 (S)-3,5-diphenyl-5-hydroxymethyl-2-isoxazoline 、 、
  参考文献：
  名称：

  Kurkowska, Joanna; Zadrozna, Irmina; Rzeznicka, Kamila, Journal of Chemical Research - Part S, 2003, # 8, p. 480 - 482

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-1,3-diphenylbut-3-en-1-one oxime 在 1,10-菲罗啉 、 palladium diacetate 、 溶剂黄146 、 potassium carbonate 作用下， 以 水 、 1,2-二氯乙烷 、 甲醇 为溶剂， 20.0~40.0 ℃ 、101.33 kPa 条件下， 反应 1.0h， 以66%的产率得到(+/-)-3,5-diphenyl-5-hydroxymethyl-2-isoxazoline
  参考文献：
  名称：

  Palladium-Catalyzed Oxime Assisted Intramolecular Dioxygenation of Alkenes with 1 atm of Air as the Sole Oxidant

  摘要：

  This paper describes a palladium-catalyzed oxime assisted intramolecular dioxygenation of alkenes by using 1 atm of air as the sole oxidant under extremely mild conditions, which demonstrated the feasibility of incorporating atmospheric oxygen into synthetically useful products under 1 atm of air at room temperature.

  DOI：

  10.1021/ja100716x

文献信息

• Catalytic Enantioselective 1,4-Iodofunctionalizations of Conjugated Dienes
  作者：Chandra Bhushan Tripathi、Santanu Mukherjee

  DOI：10.1021/acs.orglett.5b02026

  日期：2015.9.18

  The first catalytic enantioselective 1,4-iodofunctionalizations of conjugated dienes have been developed. Starting from beta,gamma,delta,epsilon-unsaturated oximes and 4-Ns hydrazones, these N-iodosuccinimide-mediated reactions are catalyzed by newly modified tertiary aminothiourea derivatives and furnish Delta(2)-isoxazoline and Delta(2)-pyrazoline derivatives, respectively, containing an (E)-allyl iodide group at the quaternary stereogenic center generally in high yield and with excellent enantioselectivity (up to 98.5:1.5 er).
• Jarrar, Adil A.; Hussein, Ahmad Q.; Madi, Ahmad S., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 2, p. 275 - 278
  作者：Jarrar, Adil A.、Hussein, Ahmad Q.、Madi, Ahmad S.

  DOI：——

  日期：——
• JARRAR, ADIL A.;HUSSEIN, AHMAD Q.;MADI, AHMAD S., J. HETEROCYCL. CHEM., 27,(1990) N, C. 275-278
  作者：JARRAR, ADIL A.、HUSSEIN, AHMAD Q.、MADI, AHMAD S.

  DOI：——

  日期：——
• Palladium-Catalyzed Oxime Assisted Intramolecular Dioxygenation of Alkenes with 1 atm of Air as the Sole Oxidant
  作者：Ming-Kui Zhu、Jun-Feng Zhao、Teck-Peng Loh

  DOI：10.1021/ja100716x

  日期：2010.5.12

  This paper describes a palladium-catalyzed oxime assisted intramolecular dioxygenation of alkenes by using 1 atm of air as the sole oxidant under extremely mild conditions, which demonstrated the feasibility of incorporating atmospheric oxygen into synthetically useful products under 1 atm of air at room temperature.
• Kurkowska, Joanna; Zadrozna, Irmina; Rzeznicka, Kamila, Journal of Chemical Research - Part S, 2003, # 8, p. 480 - 482
  作者：Kurkowska, Joanna、Zadrozna, Irmina、Rzeznicka, Kamila

  DOI：——

  日期：——