(2S,4S)-1-[4-propyl-2-(4-trifluoromethylphenyl)-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole

• 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: (2S,4S)-1-[4-propyl-2-(4-trifluoromethylphenyl)-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole
• 英文别名: (2S,4S)-Brz220；1-[[(2S,4S)-4-propyl-2-[4-(trifluoromethyl)phenyl]-1,3-dioxolan-2-yl]methyl]-1,2,4-triazole
• 化学式: C₁₆H₁₈F₃N₃O₂
• 分子量: 341.333
• InChiKey: PMDBWURYKQXVFA-LSDHHAIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-溴-4'-(三氟甲基)苯乙酮 在 氢氧化钾 、 对甲苯磺酸 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 生成 (2S,4S)-1-[4-propyl-2-(4-trifluoromethylphenyl)-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole
  参考文献：
  名称：

  Brz220 a novel brassinosteroid biosynthesis inhibitor: stereochemical structure–activity relationship

  摘要：

  The four stereoisomers of Brz220 (2RS,4RS-1-[4-propyl-2-(4-trifluoromethylphenyl)-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole), a novel brassinosteroid biosynthesis inhibitor. were separated by silica gel column chromatography and chiral high-performance liquid chromatography (HPLC). The absolute configuration of each stereoisomer was determined by a combination of asymmetric synthesis and NMR analysis. The effects of these stereoisomers on cress stem elongation clearly indicate that the (2S)-isomer has the greatest inhibitory activity. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00475-5

文献信息

• Brz220 a novel brassinosteroid biosynthesis inhibitor: stereochemical structure–activity relationship
  作者：Katsuhiko Sekimata、Jun Uzawa、Sun-Young Han、Koichi Yoneyama、Yasutomo Takeuchi、Shigeo Yoshida、Tadao Asami

  DOI：10.1016/s0957-4166(02)00475-5

  日期：2002.9

  The four stereoisomers of Brz220 (2RS,4RS-1-[4-propyl-2-(4-trifluoromethylphenyl)-1,3-dioxolan-2-ylmethyl]-1H-1,2,4-triazole), a novel brassinosteroid biosynthesis inhibitor. were separated by silica gel column chromatography and chiral high-performance liquid chromatography (HPLC). The absolute configuration of each stereoisomer was determined by a combination of asymmetric synthesis and NMR analysis. The effects of these stereoisomers on cress stem elongation clearly indicate that the (2S)-isomer has the greatest inhibitory activity. (C) 2002 Elsevier Science Ltd. All rights reserved.