di-p-tolylmethyl acetate | 285129-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: di-p-tolylmethyl acetate
• 英文别名: 4,4′-dimethylbenzhydryl acetate；4,4'-Dimethyl-benzhydryl-acetat；Benzenemethanol, 4-methyl-alpha-(4-methylphenyl)-, 1-acetate；bis(4-methylphenyl)methyl acetate
• CAS: 285129-99-9
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: ZNNMLQMHEPNDBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.96
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  bis(tetrabutylammonium)oxalate 、 di-p-tolylmethyl acetate 在 2,4,5,6-四(9H-咔唑-9-基)异酞腈 、 四甲基胍 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以77 %的产率得到二(对甲苯基)乙酸
  参考文献：
  名称：

  酰化醇与四丁基草酸铵的光氧化还原中性脱氧羧化

  摘要：

  本文描述了一种光氧化还原中性策略，以草酸四丁基铵 (TBAO) 作为羰基源和还原剂以及促进剂，通过 C(sp 3 )-O 键活化和裂解来羧化酰化醇。既不需要预先建立的CO 2气氛，也不需要外部电子供体，因为TBAO对于转变至关重要。各种伯醇、仲醇和叔醇可以顺利转化为相应的芳基乙酸，这是多种药物的核心结构。

  DOI：

  10.1021/acscatal.4c03396
• 作为产物：
  描述：

  4,4-二甲基二苯基甲醇 、 乙酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 2.08h， 以97%的产率得到di-p-tolylmethyl acetate
  参考文献：
  名称：

  通过将重氮化合物正式插入碳 - 碳键，对烷基乙酸酯、烷基醚、缩醛和缩酮进行认证

  摘要：

  烷基乙酸酯、烷基醚、缩醛和缩酮的同系化是通过将重氮酯正式插入碳-碳 σ 键来实现的。路易斯酸 InI3 与 Me3SiBr 的结合催化了乙酸烷基酯和烷基醚的同系化。缩醛和缩酮的反应仅通过使用 InBr3 进行催化。同系化机制的关键在于铟基路易斯酸具有适量的路易斯酸度，以实现离去基团的提取和释放。通过基于铟的路易斯酸提取离去基团并将碳阳离子或氧鎓中间体亲电加成到重氮酯，然后碳取代基的重排提供相应的阳离子中间体。最后，

  DOI：

  10.1055/a-1523-1551

文献信息

• A Practical Synthesis of para Di- and Mono-Substituted Benzhydrylamines from Benzhydrol Precursors
  作者：Mathieu Laurent、Jacqueline Marchand-Brynaert

  DOI：10.1055/s-2000-6391

  日期：——

  A series of para-substituted benzhydrylamines 6 were obtained by substitution of the corresponding benzhydrol precursors 1 with phenyl carbamate 2 under acidic conditions, followed by basic hydrolysis of the carbamate intermediates 3. One unsymmetrical intermediate 3i has been resolved by preparative chiral chromatography. Subsequent deprotection of the carbamate function led to the recovery of enantiomerically pure (+)- and (-)-4-chlorobenzhydryl amines.

  一系列对位取代的苯乙胺 6 通过在酸性条件下用苯基氨基甲酸酯 2 替代相应的苯乙醇前体 1 获得，随后对氨基甲酸酯中间体 3 进行碱性水解。一个非对称中间体 3i 已通过制备性手性色谱法分离。随后去保护氨基甲酸酯官能团，得到光学活性的 (+)-和 (-)-4-氯苯乙胺。
• An efficient route to highly enantioenriched tetrahydroazulenes and β-tetralones by desymmetrization reactions of δ,δ-diaryldiazoaceto-acetates
  作者：Yuxiao Liu、Yongming Deng、Peter Y. Zavalij、Renhua Liu、Michael P. Doyle

  DOI：10.1039/c4cc08255a

  日期：——

  A highly stereoselective desymmetrization reaction of delta,delta-diaryl-alpha-diazo-beta-ketoesters catalyzed by chiral dirhodium carboxylates forms aromatic cycloaddition products in up to 97% ee.

  由手性羧酸二钠羧酸盐催化的δ，δ-二芳基-α-重氮-β-酮酸酯的高度立体选择性去对称化反应形成了高达97％ee的芳族环加成产物。
• Coffi-Nketsia,S. et al., Bulletin de la Societe Chimique de France, 1967, p. 2788 - 2795
  作者：Coffi-Nketsia,S. et al.

  DOI：——

  日期：——
• PEPTIDE NUCLEIC ACID (PNA) MONOMERS WITH AN ORTHOGONALLY PROTECTED ESTER MOIETY AND NOVEL INTERMEDIATES AND METHODS RELATED THERETO
  申请人：VERA THERAPEUTICS, INC.

  公开号：US20210171437A1

  公开（公告）日：2021-06-10

  The present disclosure pertains to peptide nucleic acid (PNA) monomers and oligomers, as well as methods and compositions useful for the preparation of PNA monomer precursors (e.g. PNA Monomer Esters, Backbone Esters and Backbone Ester Acid Salts, as described below) that can be used to prepare PNA monomers wherein said PNA monomers can be used to prepare said PNA oligomers. In some embodiments, the disclosure features sulfonic acid salts of Backbone Ester compounds, which sulfonic acid salts generally tend to be crystalline and can be obtained in reasonably good yield, often without requiring any chromatographic purification of the reaction product of the Backbone Ester synthesis reaction. This disclosure also pertains to novel methods for the synthesis of said Backbone Ester compounds and novel methods for the formation of the related sulfonic acid salts. Exemplary ester groups include, but are not limited to, 2,2,2-trichloroethy-(TCE), 2,2,2-tribromoethyl-(TBE), 2-iodoethyl-groups (2-IE) and 2-bromoethyl-(2-BrE) as the ester group. These particular ester groups can be removed under conditions where both Boc and Fmoc protected amine groups are stable.
• PEPTIDE NUCLEIC ACID (PNA) MONOMERS WITH AN ORTHOGONALLY PROTECTED ESTER MOIETY
  申请人：VERA THERAPEUTICS, INC.

  公开号：US20210206809A1

  公开（公告）日：2021-07-08

  This application pertains to orthogonally protected esters of peptide nucleic acid (PNA) monomers, which ester groups can be removed under conditions that permit typical backbone and side chain acid- and base-labile protecting groups to remain substantially intact thereby permitting the high yield of PNA monomer carboxylic acids that are suitable for use in PNA oligomer synthesis. Exemplary ester groups include, but are not limited to, 2,2,2-trichloroethyl (TCE), 2,2,2-tribromoethyl (TBE), 2-bromoethyl (2-BE) and 2-iodoethyl groups (2-IE). This invention also pertains to novel methods for the synthesis of Backbone Ester compounds and related Backbone Ester Acid Salts.