(S)-3-羟基十四烷酸乙酯 | 477587-43-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (S)-3-羟基十四烷酸乙酯
• 英文名称: (S)-ethyl 3-hydroxytetradecanoate
• 英文别名: ethyl (S)-3-hydroxytetradecanoate；Ethyl (3S)-3-hydroxytetradecanoate
• CAS: 477587-43-2
• 化学式: C₁₆H₃₂O₃
• 分子量: 272.428
• InChiKey: GGXXPLYVCUGEOP-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-羟基十四烷酸乙酯 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 (S)-3-羟基十四烷酸
  参考文献：
  名称：

  Synthesis and Antifungal Activity of Rhodopeptin Analogues. 2. Modification of the West Amino Acid Moiety

  摘要：

  [GRAPHICS]Structure-activity relationships of the west amino acid modified analogues of rhodopeptins, novel antifungal tetrapeptide isolated from Rhodococcus species Mer-N1033, have been investigated, Among the analogues synthesized, 2,2-difluoro and 2-hydroxy derivatives retained the antifungal activity with better physical properties, i.e., solubility or acute toxicity.

  DOI：

  10.1021/ol005630k
• 作为产物：
  描述：

  3-氧代十四酸乙酯 在 盐酸 、 [(S)-2,2'-双(二苯基磷)-1,1'-联萘]二氯化钌(II) 、 氢气 作用下， 以 甲醇 为溶剂， 生成 (S)-3-羟基十四烷酸乙酯
  参考文献：
  名称：

  Synthesis and Antifungal Activity of Rhodopeptin Analogues. 2. Modification of the West Amino Acid Moiety

  摘要：

  [GRAPHICS]Structure-activity relationships of the west amino acid modified analogues of rhodopeptins, novel antifungal tetrapeptide isolated from Rhodococcus species Mer-N1033, have been investigated, Among the analogues synthesized, 2,2-difluoro and 2-hydroxy derivatives retained the antifungal activity with better physical properties, i.e., solubility or acute toxicity.

  DOI：

  10.1021/ol005630k

文献信息

• Hydroxy-protecting reagent and method of protecting hydroxy with the same
  申请人：Ikemoto Tetsuya

  公开号：US20070155983A1

  公开（公告）日：2007-07-05

  The present invention relates to a method of protecting a hydroxyl group, which includes reacting a hydroxyl group-containing compound with a compound represented by the formula (I): wherein R is a phenyl group optionally having substituent(s), an alkyl group optionally having substituent(s) or a benzyl group optionally having substituent(s), and X is a halogen atom, in the presence of an acid catalyst to substitute the hydrogen atom of the hydroxyl group of the hydroxyl group-containing compound with a protecting group represented by the formula (II): wherein R is as defined above. The present invention provides a method capable of introducing an acetal type protecting group into a hydroxyl group under mild conditions, and a protecting reagent therefor and a method of producing the protecting reagent.

  本发明涉及一种保护羟基的方法，包括将含有羟基的化合物与式(I)表示的化合物在酸催化剂存在下反应，其中R是一个苯基，可选地具有取代基，一种烷基，可选地具有取代基，或一种苄基，可选地具有取代基，X是一个卤素原子，以用式(II)表示的保护基替换羟基化合物的氢原子。本发明提供了一种能够在温和条件下引入缩醛型保护基到羟基的方法，以及该保护试剂和生产该保护试剂的方法。
• EP1652832
  申请人：——

  公开号：——

  公开（公告）日：——
• Highly Enantioselective Hydrogenation of β‐Alkyl and β‐(ω‐Chloroalkyl) Substituted β‐Keto Esters
  作者：Iyad Karamé、Esen Bellur、Sven Rotzoll、Peter Langer、Christine Fischer、Jens Holz、Armin Börner

  DOI：10.1080/00397910701196538

  日期：2007.4.1

  Highly enantioselective hydrogenation of beta-alkyl and beta-(omega-chloroalkyl) substituted beta-keto esters was achieved with Ru catalysts based on chiral diphosphinesin EtOH at 50 degrees C under 50-bar initial hydrogen pressure, affording the corresponding beta-hydroxy esters in > 98% ee.