(1S,4S)-1-vinyl-2-cyclopentene-1,4-diol | 326857-86-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,4S)-1-vinyl-2-cyclopentene-1,4-diol
• 英文别名: (1S,3S)-1-ethenylcyclopent-4-ene-1,3-diol
• CAS: 326857-86-7
• 化学式: C₇H₁₀O₂
• 分子量: 126.155
• InChiKey: RAMWGFPKLUUTNV-RQJHMYQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,4S)-1-vinyl-2-cyclopentene-1,4-diol 在 重铬酸吡啶 、 Celite 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以8.5%的产率得到trichodenone A
  参考文献：
  名称：

  First total syntheses and configurational assignments of cytotoxic trichodenones A–C

  摘要：

  Total syntheses of cytotoxic trichodenones A-C, produced by a strain of Trichoderma harzianum from the sponge Halichondria okadai, have been achieved, and the natural trichodenones B and C have been established to have (4R,1'R)- and(1'R)-configurations, respectively. From this synthesis and chiral HPLC analysis, it was deduced that the major molecule with R-configuration coexists with its enantiomer in natural trichodenone A. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00329-3
• 作为产物：
  描述：

  (1S,4S)-4-tert-butyldimethylsilyloxy-1-vinyl-2-cyclopenten-1-ol 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以85%的产率得到(1S,4S)-1-vinyl-2-cyclopentene-1,4-diol
  参考文献：
  名称：

  First total syntheses and configurational assignments of cytotoxic trichodenones A–C

  摘要：

  Total syntheses of cytotoxic trichodenones A-C, produced by a strain of Trichoderma harzianum from the sponge Halichondria okadai, have been achieved, and the natural trichodenones B and C have been established to have (4R,1'R)- and(1'R)-configurations, respectively. From this synthesis and chiral HPLC analysis, it was deduced that the major molecule with R-configuration coexists with its enantiomer in natural trichodenone A. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00329-3