2-Hydroxy-2-phenethyl-4-oxo-pentansaeure | 97025-00-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-Hydroxy-2-phenethyl-4-oxo-pentansaeure
• 英文别名: 2-hydroxy-4-oxo-2-phenethyl-valeric acid；γ-Oxy-ε-oxo-α-phenyl-hexan-γ-carbonsaeure；β-Phenaethyl-acetonyl-glykolsaeure；2-Hydroxy-4-oxo-2-phenaethyl-valeriansaeure；2-Hydroxy-4-oxo-2-(2-phenylethyl)pentanoic acid
• CAS: 97025-00-8
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: ZTSBYOXVHRXFHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Hydroxy-2-phenethyl-4-oxo-pentansaeure 在 盐酸 作用下， 生成 4-oxo-2-phenethyl-pent-2-enoic acid
  参考文献：
  名称：

  Bougault, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1912, vol. 155, p. 478

  摘要：

  DOI：
• 作为产物：
  描述：

  2-Hydroxy-4-phenylbut-3-enamide 在 sodium hydroxide 作用下， 生成 2-Hydroxy-2-phenethyl-4-oxo-pentansaeure
  参考文献：
  名称：

  Bougault, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1912, vol. 155, p. 478

  摘要：

  DOI：

文献信息

• PREPARATION OF TERTIARY ALCOHOLS, RESOLUTION OF TERTIARY ALCOHOLS AND STEREOSELECTIVE DEUTERATION OR TRITIATION BY RETROALDOLASES
  申请人：ETH Zürich

  公开号：EP3524675A1

  公开（公告）日：2019-08-14

  The present invention is directed to methods for catalyzing a chemical reaction by retroaldolases, corresponding uses of retroaldolases and to novel retroaldolases. The methods and retroaldolases have utility in (i) preparing tertiary alcohols, in (ii) chiral resolution of tertiary alcohols by retroaldol cleavage, and in (iii) deuteration or tritiation of carbonyl compounds.

  本发明涉及反醛酶催化化学反应的方法、反醛酶的相应用途和新型反醛酶。这些方法和逆醛分解酶可用于 (i) 制备叔醇，(ii) 通过逆醛分解手性分解叔醇，以及 (iii) 对羰基化合物进行脱氚或三氚反应。
• Dehydration of 2-(2-Arylethyl)-2-hydroxy-4-oxopentanoic Acids and their hydrazones to form heterocycles
  作者：Adel Amer、Abdel Moneim El Massry、Mohamed Badawi、Mohamed M. Abdel-Rahman、Safaa A. F. El Sayed、El Sayed H. El Ashry

  DOI：10.1002/prac.19973390104

  日期：——

  Dehydration of 2-(2-arylethyl)-2-hydroxy-4-oxopentanoic acids 1 with hydrochloric acid/acetic acid, affords 3-(2-arylethyl)-5-hydroxy-5-methyl-2(5H)-furanones 4. Compounds of type 1 and 4 represent suitable precursors for the formation of pyridazin-3-ones 7 as they smoothly react with hydrazine. A new series of s-triazolo[4,3-b]pyridazin-3-ones 12 and tetrazolo[1,5-b]pyridazines 15 are obtained from the 3-chloropyridazines 11 upon treatment with semicarbazide and sodium azide, respectively. Reaction of 11 with phenyl- acetyl-hydrazine provides 3-benzyl-6-phenyl-8-(2-phenyl-ethyl)-s-triazolo [4,3-b]pyridazine 13 via dehydrative cyclization of the intermediate 14 which was clarified to exhibit tautomeric equilibria between enol-hydrazine form A and keto-hydrazine form B by means of H-1 and C-13 NMR spectroscopy. Attempts to synthesize 3-alloxy-pyridazines 18 by reacting 11 with sodium alloxide afford N-allyl compounds 17.
• Cordier, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1928, vol. 186, p. 870,871
  作者：Cordier

  DOI：——

  日期：——
• EP3752609A1
  申请人：——

  公开号：EP3752609A1

  公开（公告）日：2020-12-23
• [EN] PREPARATION OF TERTIARY ALCOHOLS, RESOLUTION OF TERTIARY ALCOHOLS AND STEREOSELECTIVE DEUTERATION OR TRITIATION BY RETROALDOLASES<br/>[FR] PRÉPARATION D'ALCOOLS TERTIAIRES, RÉSOLUTION D'ALCOOLS TERTIAIRES ET DEUTÉRATION OU TRITIATION STÉRÉOSÉLECTIVE PAR RÉTROALDOLASES
  申请人：ETH ZUERICH

  公开号：WO2019158513A1

  公开（公告）日：2019-08-22

  The present invention is directed to methods for catalyzing a chemical reaction by retroaldolases, corresponding uses of retroaldolases and to novel retroaldolases. The methods and retroaldolases have utility in (i) preparing tertiary alcohols, in (ii) chiral resolution of tertiary alcohols by retroaldol cleavage, and in (iii) deuteration or tritiation of carbonyl compounds.