(3R)-2-(2,4-difluorophenyl)-3-(tetrahydropyran-2-yloxy)-1-[1,2,4]triazol-1-yl-butan-2-ol

• 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: (3R)-2-(2,4-difluorophenyl)-3-(tetrahydropyran-2-yloxy)-1-[1,2,4]triazol-1-yl-butan-2-ol
• 英文别名: (2S,3R)-2-(2,4-difluorophenyl)-3-(oxan-2-yloxy)-1-(1,2,4-triazol-1-yl)butan-2-ol
• 化学式: C₁₇H₂₁F₂N₃O₃
• 分子量: 353.369
• InChiKey: JIOCAXCXNCXZBR-PWBPUHETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1H-1,2,4-三唑 、 2-((1R)-1-(2-(2,4-二氟苯基)氧基-2-基)乙氧基)四氢-2H-吡喃 在 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到(2R,3R)-2-(2,4-二氟苯基)-3-((四氢-2H-吡喃-2-基)氧基)-1-(1H-1,2,4-三唑-1-基)丁烷-2-醇
  参考文献：
  名称：

  The Process Development of Ravuconazole: An Efficient Multikilogram Scale Preparation of an Antifungal Agent

  摘要：

  The development of a safe, robust process for the preparation of ravuconazole (1), an antifungal agent, is described. The discovery and development of procedures enabling the efficient synthesis of multikilogram quantities of 1 and the process demonstration through plant scale preparations are presented. A controlled means to prepare a Grignard reagent and utilization of Fourier Transform Infrared spectroscopy (FTIR) monitoring to safely conduct the reaction is featured.

  DOI：

  10.1021/op900065c

文献信息

• The Process Development of Ravuconazole: An Efficient Multikilogram Scale Preparation of an Antifungal Agent
  作者：Jaan Pesti、Chien-Kuang Chen、Lori Spangler、Albert J. DelMonte、Serge Benoit、Derek Berglund、Jeffrey Bien、Paul Brodfuehrer、Yeung Chan、Elisabeth Corbett、Carrie Costello、Paul DeMena、Robert P. Discordia、Wendel Doubleday、Zhinong Gao、Stephane Gingras、John Grosso、Oscar Haas、David Kacsur、Chiajen Lai、Simon Leung、Melanie Miller、Jale Muslehiddinoglu、Nina Nguyen、Jun Qiu、Martina Olzog、Emily Reiff、Dominique Thoraval、Michael Totleben、Dale Vanyo、Purushotham Vemishetti、John Wasylak、Chenkou Wei

  DOI：10.1021/op900065c

  日期：2009.7.17

  The development of a safe, robust process for the preparation of ravuconazole (1), an antifungal agent, is described. The discovery and development of procedures enabling the efficient synthesis of multikilogram quantities of 1 and the process demonstration through plant scale preparations are presented. A controlled means to prepare a Grignard reagent and utilization of Fourier Transform Infrared spectroscopy (FTIR) monitoring to safely conduct the reaction is featured.