(S)-4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne | 148091-84-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne
• 英文别名: (2S)-1-(4-methoxyphenoxy)pent-4-yn-2-ol
• CAS: 148091-84-3
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: AEEZZIQAACXFNV-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne 在 Lindlar's catalyst 氢气 、 sodium acetate 、 copper dichloride 、 palladium dichloride 作用下， 以 苯 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 15.0h， 生成 (Z)-(S)-5-Hydroxy-6-(4-methoxy-phenoxy)-hex-2-enoic acid methyl ester
  参考文献：
  名称：

  Enantiocomplementary resolution of 4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne using the same lipase

  摘要：

  Racemic 4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne has been resolved in an enantiocomplementary way by kinetic acylation and deacylation reactions using the same lipase. The synthetic utility of the resolved products has been exemplified by transforming S-enantiomer into compactin lactone derivatives.

  DOI：

  10.1016/s0957-4166(00)82326-5
• 作为产物：
  描述：

  4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne 生成 (S)-4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne 、 [(2R)-1-(4-methoxyphenoxy)pent-4-yn-2-yl] acetate
  参考文献：
  名称：

  Enantiocomplementary resolution of 4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne using the same lipase

  摘要：

  Racemic 4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne has been resolved in an enantiocomplementary way by kinetic acylation and deacylation reactions using the same lipase. The synthetic utility of the resolved products has been exemplified by transforming S-enantiomer into compactin lactone derivatives.

  DOI：

  10.1016/s0957-4166(00)82326-5

文献信息

• JPH06165694A
  申请人：——

  公开号：JPH06165694A

  公开（公告）日：1994-06-14
• Enantiocomplementary resolution of 4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne using the same lipase
  作者：Seiichi Takano、Masaki Setoh、Kunio Ogasawara

  DOI：10.1016/s0957-4166(00)82326-5

  日期：1993.2

  Racemic 4-hydroxy-5-(4-methoxyphenoxy)-1-pentyne has been resolved in an enantiocomplementary way by kinetic acylation and deacylation reactions using the same lipase. The synthetic utility of the resolved products has been exemplified by transforming S-enantiomer into compactin lactone derivatives.