methyl 4-hydroxy-3-methyl-2-methylenebutanoate | 204334-90-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 4-hydroxy-3-methyl-2-methylenebutanoate
• 英文别名: Methyl 2-(2-hydroxy-1-methylethyl)acrylate；methyl 4-hydroxy-3-methyl-2-methylidenebutanoate
• CAS: 204334-90-7
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: SQYGULMFDBNDHS-UHFFFAOYSA-N

物化性质

• 沸点：
  226.0±23.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  methyl 4-hydroxy-3-methyl-2-methylenebutanoate 在 盐酸 作用下， 以 水 为溶剂， 生成 β-methyl-α-methylene-γ-butyrolactone
  参考文献：
  名称：

  Moirangthem, Nimalini D.; Thingom, Bhavna; Laitonjam, Warjeet S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2009, vol. 48, # 3, p. 455 - 459

  摘要：

  DOI：
• 作为产物：
  描述：

  3-羟基-2-亚甲基丁酸甲酯 在 indium 、 N-溴代丁二酰亚胺(NBS) 、 二甲基硫 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 20.0h， 生成 methyl 4-hydroxy-3-methyl-2-methylenebutanoate
  参考文献：
  名称：

  Effective 1,4-Asymmetric C−C/C−O Stereoinduction in Indium-Promoted Coupling Reactions of Aldehydes to Protected and Unprotected [1-(Bromomethyl)vinyl] Alkanols. The Status of Intramolecular Chelation within Functionalized Allylindium Reagents

  摘要：

  The stereochemistry of the coupling reactions of oxygen-substituted bromides 8-10 with isobutyraldehyde, benzaldehyde, and cyclohexanecarboxaldehyde in water is described. The examples involving the O-silylated derivatives 8 exhibit moderate anti stereoselectivity. In contrast, rather high (most often in excess of 80:20) syn diastereofacial bias is observed when hydroxy bromides 10 are involved. Consequently, stereocontrolled 1,4-asymmetric induction under aqueous conditions can be realized in either direction on demand. These results are considered to reflect the fact that the siloxy systems enter into C-C bond formation via conventional Felkin-Anh transition state arrangements. The crossover observed for the unprotected analogues is believed to be a consequence of the preferred adoption of chelated transition states, these interactions likely being fundamental to aqueous organometallic chemistry.

  DOI：

  10.1021/jo9715534

文献信息

• [EN] STERICALLY HINDERED AMINE AND OXYALKYL AMINE LIGHT STABILIZERS<br/>[FR] AMINE STÉRIQUEMENT ENCOMBRÉE ET AGENTS DE STABILISATION À LA LUMIÈRE D'OXYALKYLAMINE
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2016105990A1

  公开（公告）日：2016-06-30

  The present disclosure relates to sterically hindered alkyl amine and sterically hindered oxyalkyl amine compounds, as well as particles, substrates, coatings, and articles including the same.

  本公开涉及到受空间位阻限制的烷基胺和受空间位阻限制的氧烷基胺化合物，以及包含这些化合物的颗粒、基板、涂层和制品。
• [EN] STERICALLY HINDERED ALKYL AND OXYALKYL AMINE LIGHT STABILIZERS<br/>[FR] ALKYLE STÉRIQUEMENT ENCOMBRÉ ET AGENTS DE STABILISATION À LA LUMIÈRE D'OXYALKYLE
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2016105993A1

  公开（公告）日：2016-06-30

  Compounds having hindered amine and oxyalkyl amine light stabilizers can mitigate the adverse effects of actinic radiation, such as visible and ultraviolet light, on polymers and copolymers. Polymers and copolymers derived from such compounds. Articles, such as coated articles and molded articles, containing such polymers or compounds.

  具有受阻胺和氧烷基胺光稳定剂的化合物可以减轻紫外光和可见光等光辐射对聚合物和共聚物的不良影响。从这些化合物衍生的聚合物和共聚物。包含这些聚合物或化合物的涂层制品和成型制品。
• Sterically hindered amine and oxyalkyl amine light stabilizers
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US10000626B2

  公开（公告）日：2018-06-19

  The present disclosure relates to sterically hindered alkyl amine and sterically hindered oxyalkyl amine compounds, as well as particles, substrates, coatings, and articles including the same.

  本公开涉及立体受阻烷基胺和立体受阻氧烷基胺化合物，以及包括这些化合物的颗粒、基材、涂层和物品。
• Effective 1,4-Asymmetric C−C/C−O Stereoinduction in Indium-Promoted Coupling Reactions of Aldehydes to Protected and Unprotected [1-(Bromomethyl)vinyl] Alkanols. The Status of Intramolecular Chelation within Functionalized Allylindium Reagents
  作者：Leo A. Paquette、George D. Bennett、Methvin B. Isaac、Adnan Chhatriwalla

  DOI：10.1021/jo9715534

  日期：1998.3.1

  The stereochemistry of the coupling reactions of oxygen-substituted bromides 8-10 with isobutyraldehyde, benzaldehyde, and cyclohexanecarboxaldehyde in water is described. The examples involving the O-silylated derivatives 8 exhibit moderate anti stereoselectivity. In contrast, rather high (most often in excess of 80:20) syn diastereofacial bias is observed when hydroxy bromides 10 are involved. Consequently, stereocontrolled 1,4-asymmetric induction under aqueous conditions can be realized in either direction on demand. These results are considered to reflect the fact that the siloxy systems enter into C-C bond formation via conventional Felkin-Anh transition state arrangements. The crossover observed for the unprotected analogues is believed to be a consequence of the preferred adoption of chelated transition states, these interactions likely being fundamental to aqueous organometallic chemistry.
• STERICALLY HINDERED ALKYL AND OXYALKYL AMINE LIGHT STABILIZERS
  申请人：3M Innovative Properties Company

  公开号：EP3237382A1

  公开（公告）日：2017-11-01