[(1R,5S)-5-methyl-4-oxocyclohex-2-en-1-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1123211-33-5

• 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: [(1R,5S)-5-methyl-4-oxocyclohex-2-en-1-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1123211-33-5
• 化学式: C₁₇H₁₇F₃O₄
• 分子量: 342.315
• InChiKey: BEMRSWBOPWZEBF-RBOXIYTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (4R,6S)-4-hydroxy-6-methylcyclohex-2-enone 、 (S)-(-)-α-甲氧基-α-(三氟甲基)苯乙酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以0.6 mg的产率得到[(1R,5S)-5-methyl-4-oxocyclohex-2-en-1-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Polyoxygenated Methyl Cyclohexanoids from a Terrestrial Ampelomyces Fungus

  摘要：

  Seven structurally related new polyoxygenated methyl cyclohexanoids, ampelomins A-G (1-7), were isolated from the mycelial solid culture of a soil-derived Ampelornyces fungus. Their structures were determined by spectroscopic and chemical means. Ampelomins A (1), C (3), E (5), and G (7) exhibited weak activity against a-glucosidase with IC50 values of 1.74-5.93 mM, and ampelomin A (1) showed moderate antibacterial activity with MIC90 values ranging from 202.4 to 1015.9 mu M. A plausible polyketide biogenetic pathway is postulated for these compounds.

  DOI：

  10.1021/np800667e

文献信息

• Polyoxygenated Methyl Cyclohexanoids from a Terrestrial <i>Ampelomyces</i> Fungus
  作者：Huiye Zhang、Jinghua Xue、Ping Wu、Liangxiong Xu、Haihui Xie、Xiaoyi Wei

  DOI：10.1021/np800667e

  日期：2009.2.27

  Seven structurally related new polyoxygenated methyl cyclohexanoids, ampelomins A-G (1-7), were isolated from the mycelial solid culture of a soil-derived Ampelornyces fungus. Their structures were determined by spectroscopic and chemical means. Ampelomins A (1), C (3), E (5), and G (7) exhibited weak activity against a-glucosidase with IC50 values of 1.74-5.93 mM, and ampelomin A (1) showed moderate antibacterial activity with MIC90 values ranging from 202.4 to 1015.9 mu M. A plausible polyketide biogenetic pathway is postulated for these compounds.