2-羟基-2,4-二甲基-5-戊烯酸 | 10348-49-9

• 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: 2-羟基-2,4-二甲基-5-戊烯酸
• 英文名称: 2-hydroxy-2,4-dimethyl-5-pentenoic acid
• 英文别名: 2-Hydroxy-2,4-dimethyl-4-pentensaeure；2-Hydroxy-2,4-dimethylpent-4-enoic acid
• CAS: 10348-49-9
• 化学式: C₇H₁₂O₃
• mdl: MFCD19229525
• 分子量: 144.17
• InChiKey: LMOFGCCPQWNEAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 2-hydroxy-2,4-dimethylpent-4-enoate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 2-羟基-2,4-二甲基-5-戊烯酸
  参考文献：
  名称：

  A Highly Atom Efficient, Solvent Promoted Addition of Tetraallylic, Tetraallenic, and Tetrapropargylic Stannanes to Carbonyl Compounds

  摘要：

  Tetraallylic, tetraallenic, and tetrapropargylic stannanes (0.25 equiv) react with aldehydes in methanol to provide unsaturated alcohols in good to excellent yields (56-99%). These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 16c and predominantly with allylic rearrangement for tetrapropadienyltin 16a and tetra(2-butynyl)tin 6e. Allylation. reactions also proceeded smoothly with reactive ketones such as ethyl pyruvate (9a) and cyclohexanone (9b). The corresponding TFA-catalyzed reactions of dimethyl acetals 4d and 4e are regiospecific with allylic rearrangement.

  DOI：

  10.1021/jo015904x

文献信息

• PROCESS FOR THE MANUFACTURE OF NON-STEROIDAL ANTI-INFLAMMATORY AGENTS AND INTERMEDIATES THEREOF
  申请人：SCHWEIZER Steffen

  公开号：US20120035371A1

  公开（公告）日：2012-02-09

  The current invention describes novel chiral synthetic routes and intermediates for the manufacture of chiral anti-inflammatory agents of general formula VIII in which at least one of the groups X 1 , X 2 , X 3 is selected from fluoro, chloro, bromo, hydroxy, methoxy, ethoxy, trifluoromethyl, amino whereas the other groups X 1 , X 2 , X 3 have the meaning of a hydrogen atom, in which at least one of the groups Z 1 , Z 2 , Z 3 is selected from —O—, —S—, —NH—, —N(—CH 3 )—, whereas the other groups Z 1 , Z 2 , Z 3 have the meaning of a —CH 2 — group, and in which Ar is an aromatic group.

  当前发明描述了新的手性合成路线和中间体，用于制造通式VIII的手性抗炎药物，其中至少有一个X1、X2、X3中的基团被选择为氟、氯、溴、羟基、甲氧基、乙氧基、三氟甲基、氨基，而另外的X1、X2、X3基团则具有氢原子的含义，其中至少有一个Z1、Z2、Z3中的基团被选择为—O—、—S—、—NH—、—N(—CH3)—，而另外的Z1、Z2、Z3基团则具有—CH2—基团的含义，其中Ar是芳香族基团。
• Process for the Manufacture of Non-Steroidal Anti-Inflammatory Agents and Intermediates Thereof
  申请人：Intendis GmbH

  公开号：US20140200354A1

  公开（公告）日：2014-07-17

  The current invention describes novel chiral synthetic routes and intermediates for the manufacture of chiral anti-inflammatory agents of general formula VIII in which at least one of the groups X 1 , X 2 , X 3 is selected from fluoro, chloro, bromo, hydroxy, methoxy, ethoxy, trifluoromethyl, amino whereas the other groups X 1 , X 2 , X 3 have the meaning of a hydrogen atom, in which at least one of the groups Z 1 , Z 2 , Z 3 is selected from —O—, —S—, —N(—CH 3 )—, whereas the other groups Z 1 , Z 2 , Z 3 have the meaning of a —CH 2 — group, and in which Ar is an aromatic group.

  当前的发明描述了新型手性合成路线和中间体，用于制造通式VIII的手性抗炎药物，其中至少有一个X1、X2、X3中的基团被选择为氟、氯、溴、羟基、甲氧基、乙氧基、三氟甲基、氨基，而其他的基团X1、X2、X3的含义是氢原子，其中至少有一个Z1、Z2、Z3中的基团被选择为—O—、—S—、—N(—CH3)—，而其他的基团Z1、Z2、Z3的含义是—CH2—基团，其中Ar是芳香基团。
• Klimova,E.; Arbuzov,Yu., Doklady Chemistry, 1966, vol. 167, p. 419 - 421
  作者：Klimova,E.、Arbuzov,Yu.

  DOI：——

  日期：——
• A Highly Atom Efficient, Solvent Promoted Addition of Tetraallylic, Tetraallenic, and Tetrapropargylic Stannanes to Carbonyl Compounds
  作者：Adam McCluskey、I. Wayan Muderawan、Muntari、David J. Young

  DOI：10.1021/jo015904x

  日期：2001.11.1

  Tetraallylic, tetraallenic, and tetrapropargylic stannanes (0.25 equiv) react with aldehydes in methanol to provide unsaturated alcohols in good to excellent yields (56-99%). These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 16c and predominantly with allylic rearrangement for tetrapropadienyltin 16a and tetra(2-butynyl)tin 6e. Allylation. reactions also proceeded smoothly with reactive ketones such as ethyl pyruvate (9a) and cyclohexanone (9b). The corresponding TFA-catalyzed reactions of dimethyl acetals 4d and 4e are regiospecific with allylic rearrangement.