(R)-(4,5-dihydro-3-phenyl-5-isoxazolyl)ethanone | 122331-41-3

• 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: (R)-(4,5-dihydro-3-phenyl-5-isoxazolyl)ethanone
• 英文别名: 1-[(5R)-3-phenyl-4,5-dihydro-1,2-oxazol-5-yl]ethanone
• CAS: 122331-41-3
• 化学式: C₁₁H₁₁NO₂
• 分子量: 189.214
• InChiKey: PVMHBTFGOMDWET-LLVKDONJSA-N

物化性质

• 熔点：
  54-56 °C
• 沸点：
  303.9±52.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-(4,5-dihydro-3-phenyl-5-isoxazolyl)ethanone 以 乙醇 、 水 为溶剂， 反应 4.0h， 以94%的产率得到(αS)-erythro-α-methyl-3-phenyl-2-isoxazoline-5-methanol
  参考文献：
  名称：

  Ticozzi, Calimero; Zanarotti, Antonio, Liebigs Annalen der Chemie, 1989, p. 1257 - 1260

  摘要：

  DOI：
• 作为产物：
  描述：

  5-acetyl-4,5-dihydro-3-phenylisoxazole 在 C_. krusei 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 (R)-(4,5-dihydro-3-phenyl-5-isoxazolyl)ethanone
  参考文献：
  名称：

  Effect of different strains of yeast on stereocontrolled reduction of 5-acetylisoxazolines

  摘要：

  The stereocontrolled reduction of 3-aryl-5-acetylisoxazolines (1) to the corresponding alcohols (2 and 3) in the presence of four different yeast strains, recognized as Baker's yeast (commercial), Candida krusei (ATCC 14243), Pichia farinosa (NRRL Y110) and Sacchromyces sp. (soil isolate) have been attempted. The C. krusei was found to be diastereoselective for the (R)-1 while the Sacchromyces sp. led to complete reduction to yield the RS- and SS-alcohol in 1:1 ratio at 10 g/L scale. (C) 2002 Elsevier Science (USA). All rights reserved.

  DOI：

  10.1016/s0045-2068(02)00500-x

文献信息

• TICOZZI, CALIMERO;ZANAROTTI, ANTONIO, LIEBIGS ANN. CHEM.,(1989) N2, C. 1257-1259
  作者：TICOZZI, CALIMERO、ZANAROTTI, ANTONIO

  DOI：——

  日期：——
• CORSARO, ANTONINO;CHIACCHIO, UGO;PERRINI, CIANCARLO;CARAMELLA, PIERLUIGI;+, J. HETEROCYCL. CHEM., 26,(1989) N, C. 1691-1699
  作者：CORSARO, ANTONINO、CHIACCHIO, UGO、PERRINI, CIANCARLO、CARAMELLA, PIERLUIGI、+

  DOI：——

  日期：——
• Effect of different strains of yeast on stereocontrolled reduction of 5-acetylisoxazolines
  作者：M.K. Tripathi、U.K. Jinwal、U. Roy、A. Patra、P.K. Roy、S. Batra、A.P. Bhaduri

  DOI：10.1016/s0045-2068(02)00500-x

  日期：2002.10

  The stereocontrolled reduction of 3-aryl-5-acetylisoxazolines (1) to the corresponding alcohols (2 and 3) in the presence of four different yeast strains, recognized as Baker's yeast (commercial), Candida krusei (ATCC 14243), Pichia farinosa (NRRL Y110) and Sacchromyces sp. (soil isolate) have been attempted. The C. krusei was found to be diastereoselective for the (R)-1 while the Sacchromyces sp. led to complete reduction to yield the RS- and SS-alcohol in 1:1 ratio at 10 g/L scale. (C) 2002 Elsevier Science (USA). All rights reserved.
• Ticozzi, Calimero; Zanarotti, Antonio, Liebigs Annalen der Chemie, 1989, p. 1257 - 1260
  作者：Ticozzi, Calimero、Zanarotti, Antonio

  DOI：——

  日期：——