Trifluoro-acetic acid (Z)-5-((1S,2R)-2-methoxycarbonylmethyl-5-oxo-cyclopentyl)-pent-3-enyl ester | 223448-42-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Trifluoro-acetic acid (Z)-5-((1S,2R)-2-methoxycarbonylmethyl-5-oxo-cyclopentyl)-pent-3-enyl ester
• 英文别名: [(Z)-5-[(1S,2R)-2-(2-methoxy-2-oxoethyl)-5-oxocyclopentyl]pent-3-enyl] 2,2,2-trifluoroacetate
• CAS: 223448-42-8
• 化学式: C₁₅H₁₉F₃O₅
• 分子量: 336.308
• InChiKey: GHUPTZJNGKRBBV-UZAOFVRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Trifluoro-acetic acid (Z)-5-((1S,2R)-2-methoxycarbonylmethyl-5-oxo-cyclopentyl)-pent-3-enyl ester 以 甲醇 为溶剂， 以88%的产率得到Methyl tuberonic acid
  参考文献：
  名称：

  Synthesis of both the enantiomers of methyl tuberonate, natural methyl β-d-glucopyranosyloxyjasmonate and its epimer

  摘要：

  Synthesis of both the enantiomers of methyl tuberonate 3, natural methyl beta-D-glucopyranosyloxyjasmonate 6, and its epimer, methyl beta-D-glucopyranosyl-tuberonate 5 is described. They were synthesized via mild deprotection of dichloroacetate and trifluoroacetate by methanolysis from the enantiomerically pure dithiane 9. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00157-x
• 作为产物：
  描述：

  2-((1R,2S,3R)-3-hydroxy-2-((Z)-5-(tetrahydro-2H-pyran-2-yloxy)pent-2-enyl)cyclopentyl)ethanoic acid 在 咪唑 、 氢氟酸 、 二甲基氯化铝 、 碳酸氢钠 、 戴斯-马丁氧化剂 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 5.67h， 生成 Trifluoro-acetic acid (Z)-5-((1S,2R)-2-methoxycarbonylmethyl-5-oxo-cyclopentyl)-pent-3-enyl ester
  参考文献：
  名称：

  Synthesis of both the enantiomers of methyl tuberonate, natural methyl β-d-glucopyranosyloxyjasmonate and its epimer

  摘要：

  Synthesis of both the enantiomers of methyl tuberonate 3, natural methyl beta-D-glucopyranosyloxyjasmonate 6, and its epimer, methyl beta-D-glucopyranosyl-tuberonate 5 is described. They were synthesized via mild deprotection of dichloroacetate and trifluoroacetate by methanolysis from the enantiomerically pure dithiane 9. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00157-x

文献信息

• Synthesis of both the enantiomers of methyl tuberonate, natural methyl β-d-glucopyranosyloxyjasmonate and its epimer
  作者：Munenori Inoue、Takeshi Kitahara

  DOI：10.1016/s0040-4020(99)00157-x

  日期：1999.4

  Synthesis of both the enantiomers of methyl tuberonate 3, natural methyl beta-D-glucopyranosyloxyjasmonate 6, and its epimer, methyl beta-D-glucopyranosyl-tuberonate 5 is described. They were synthesized via mild deprotection of dichloroacetate and trifluoroacetate by methanolysis from the enantiomerically pure dithiane 9. (C) 1999 Elsevier Science Ltd. All rights reserved.