2,2,4,4-四甲基-1-戊醇 | 79803-30-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,2,4,4-四甲基-1-戊醇
• 英文名称: 2,2,4,4-tetramethyl-1-pentanol
• 英文别名: 2,2,4,4-Tetramethylpentan-1-ol
• CAS: 79803-30-8
• 化学式: C₉H₂₀O
• 分子量: 144.257
• InChiKey: UDLSLDPRJVPDNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2,4,4-四甲基-1-戊醇 在 4-二甲氨基吡啶 、 双氧水 、 C₄₆H₄₀F₁₈MnN₆O₆S₂ 、 三乙胺 、 尿素 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (5-Hydroxy-2,2,4,4-tetramethylpentyl) acetate
  参考文献：
  名称：

  10.1002/anie.202402858

  摘要：

  AbstractThe tert‐butyl group is a common aliphatic motif extensively employed to implement steric congestion and conformational rigidity in organic and organometallic molecules. Because of the combination of a high bond dissociation energy (~100 kcal mol−1) and limited accessibility, in the absence of directing groups, neither radical nor organometallic approaches are effective for the chemical modification of tert‐butyl C−H bonds. Herein we overcome these limits by employing a highly electrophilic manganese catalyst, [Mn(CF3bpeb)(OTf)2], that operates in the strong hydrogen bond donor solvent nonafluoro‐tert‐butyl alcohol (NFTBA) and catalytically activates hydrogen peroxide to generate a powerful manganese‐oxo species that effectively oxidizes tert‐butyl C−H bonds. Leveraging on the interplay of steric, electronic, medium and torsional effects, site‐selective and product chemoselective hydroxylation of the tert‐butyl group is accomplished with broad reaction scope, delivering primary alcohols as largely dominant products in preparative yields. Late‐stage hydroxylation at tert‐butyl sites is demonstrated on 6 densely functionalized molecules of pharmaceutical interest. This work uncovers a novel disconnection approach, harnessing tert‐butyl as a potential functional group in strategic synthetic planning for complex molecular architectures.

  DOI：

  10.1002/anie.202402858
• 作为产物：
  描述：

  2,2,4,4-四甲基戊酸甲酯 在 lithium aluminium tetrahydride 作用下， 生成 2,2,4,4-四甲基-1-戊醇
  参考文献：
  名称：

  The catalytic activity and stability of BF3 complexes with the lower carboxylic acids in the carbonylation of olefins and alcohols by carbon monoxide

  摘要：

  DOI：

  10.1007/bf00928065

文献信息

• [EN] HEMI-AMINAL ETHERS AND THIOETHERS OF N-ALKENYL CYCLIC COMPOUNDS<br/>[FR] ÉTHERS ET THIOÉTHERS HÉMIAMINAUX DE COMPOSÉS CYCLIQUES N-ALCÉNYLIQUES
  申请人：ISP INVESTMENTS INC

  公开号：WO2014116560A1

  公开（公告）日：2014-07-31

  Described herein are hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds that may be produced through a reaction comprising: (A) at least one first reactant represented by a structure (I), wherein X is a functionalized or unfunctionalized C1-C5 alkylene group optionally having one or more heteroatoms, and each R1, R2, and R3 is independently selected from the group consisting of hydrogen and functionalized and unfunctionalized alkyl groups optionally having one or more heteroatoms, and (B) at least one second reactant having at least one hydroxyl moiety or thiol moiety. The hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds may comprise a polymerizable moiety, in which case they may be left as-is or used to create homopolymers or non-homopolymers, or they may not comprise a polymerizable moiety. A wide variety of formulations may be created using the hemi-aminal ethers and thioethers of N-alkenyl cyclic compounds, including personal care, oilfield, and construction formulations.

  本文描述了可以通过反应制备的N-烯基环状化合物的半胺醚和硫醚，所述反应包括：（A）至少一个由结构（I）表示的第一反应物，其中X是一个官能化或非官能化的C1-C5烷基烯烃基团，可选地具有一个或多个杂原子，每个R1、R2和R3分别独立地选自氢和官能化和非官能化的烷基基团，可选地具有一个或多个杂原子；和（B）至少一个具有至少一个羟基基团或硫醇基团的第二反应物。N-烯基环状化合物的半胺醚和硫醚可能包括一个可聚合的基团，此时它们可以保持原样或用于制备同聚物或非同聚物，或者它们可能不包括可聚合的基团。可以使用N-烯基环状化合物的半胺醚和硫醚制备各种配方，包括个人护理、油田和建筑配方。
• FUSED HETEROCYCLIC COMPOUNDS AS ION CHANNEL MODULATORS
  申请人：Corkey Britton Kenneth

  公开号：US20120289493A1

  公开（公告）日：2012-11-15

  The present disclosure relates to compounds that are sodium channel inhibitors and to their use in the treatment of various disease states, including cardiovascular diseases and diabetes. In particular embodiments, the structure of the compounds is given by Formula I: wherein Q, R 1 , X 1 , X 2 , Y and R 2 are as described herein, to methods for the preparation and use of the compounds and to pharmaceutical compositions containing the same.

  本公开涉及一类为钠通道抑制剂的化合物，以及它们在治疗各种疾病状态中的应用，包括心血管疾病和糖尿病。在特定实施例中，该化合物的结构由式I给出： 其中Q、R1、X1、X2、Y和R2如本文所述，以及制备和使用该化合物的方法，以及含有该化合物的药物组合物。
• Prodrug derivatives of acids using alcohols with homotopic hydroxy groups and methods for their preparation and use
  申请人：deLong A. Mitchell

  公开号：US20070254920A1

  公开（公告）日：2007-11-01

  This invention relates to novel homotopic prodrugs and medicaments and methods for their preparation, testing and use. In one embodiment, the homotopic prodrug has the general formula wherein is a biologically-active moiety comprising a carboxylic acid functional group, and R b is a homotopically-symmetrical alcohol bonded to the biologically-active moiety through the carboxylic acid functional group to form an ester linkage, as well as optical isomers, enantiomers, pharmaceutically acceptable salts, biohydrolyzable amides, esters, and imides thereof and combinations thereof.

  这项发明涉及新型同位素前药、药物以及其制备、测试和使用方法。在一个实施例中，同位素前药具有一般公式 其中 是包含羧酸官能团的生物活性基团，而 R b 是通过羧酸官能团与生物活性基团形成酯键的同位对称醇，以及其光学异构体、对映异构体、药用可接受盐、生物水解酰胺、酯、亚酰胺及其组合物。
• HETEROCYCLIC CETP INHIBITORS
  申请人：Salvati E. Mark

  公开号：US20070161685A1

  公开（公告）日：2007-07-12

  Compounds of formula Ia and Ib wherein A, B, C and R 1 are described herein.

  式Ia和Ib的化合物 其中A、B、C和R1 如本文所述。
• Alkane functionalization on a preparative scale by mercury-photosensitized cross-dehydrodimerization
  作者：Stephen H. Brown、Robert H. Crabtree

  DOI：10.1021/ja00190a032

  日期：1989.4

  5-trioxacyclohexane < ethanol < isobutane < THF < Etsub 3}SiH. The observed selectivities generally parallel those for homodimerization, reported in the preceding paper, but certain differences are noted, and reasons for the differences are proposed. The bond-dissociation energymore » of Etsub 3}SiH is estimated from the reactivity data to be 90 kcal/mol. Eleven new carbinols are synthesized. 39 refs., 6 tabs

  烷烃可以通过烷烃与醇、醚或硅烷之间的汞光敏反应以高转化率和高化学和量子产率在多克规模下官能化，得到同二聚体和交叉脱氢二聚体。由于同二聚体和交叉二聚体的极性差异很大，因此产物混合物的分离通常特别容易。当通过改变液体组成来调节气相中组分的比例时，也可以偏向产物组成。这对于最大化化学产率或通过有利于形成最容易分离的化合物对来简化分离是有用的。讨论了反应的机理基础，并详细描述了许多特定类型的合成，例如 2,2-二取代的甲醇。交叉二聚的选择性被证明超过了均二聚的选择性，并讨论了原因。不同化合物和化合物类别的相对反应性为 MeOH < 对二恶烷 < 环己烷 < 1,3,5-三恶六环己烷 < 乙醇 < 异丁烷 < THF < Etsub 3}SiH。观察到的选择性通常与前一篇论文中报道的均二聚化的选择性相似，但注意到了某些差异，并提出了差异的原因。Etsub 3}SiH 的键离解能根据反应性数据估计为