1-hydroxy-4-methyl-pent-3-en-2-one | 112698-73-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-hydroxy-4-methyl-pent-3-en-2-one
• 英文别名: 1-Hydroxy-4-methylpent-3-en-2-one
• CAS: 112698-73-4
• 化学式: C₆H₁₀O₂
• 分子量: 114.144
• InChiKey: WSEFDTUEBNIDDT-UHFFFAOYSA-N

物化性质

• 沸点：
  191.1±23.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-hydroxy-4-methyl-pent-3-en-2-one 在 吡啶 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 carbonic acid allyl ester 1-(tert-butyl-dimethyl-silanyloxymethylene)-3-methyl-but-2-enyl ester
  参考文献：
  名称：

  Enantioselective Synthesis of α-Tertiary Hydroxyaldehydes by Palladium-Catalyzed Asymmetric Allylic Alkylation of Enolates

  摘要：

  Chiral alpha-tertiary hydroxyaldehydes are very versatile building blocks in synthetic chemistry. Herein, we report the first examples of a catalytic asymmetric protocol for the synthesis of such compounds from readily available alpha-halo or alpha-hydroxy ketones or enol silyl ethers with excellent yields and nantioselectivity. Its synthetic utility is demonstrated in the short, efficient formal synthesis of (S)-oxybutynin. In this process, the chiral ligand controls the regioselectivity as well as the enantioselectivity.

  DOI：

  10.1021/ja067342a
• 作为产物：
  描述：

  4-甲基-3戊烯-2-酮 在 sodium dihydrogenphosphate 、 三乙胺 、 间氯过氧苯甲酸 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-hydroxy-4-methyl-pent-3-en-2-one
  参考文献：
  名称：

  Enantioselective Synthesis of α-Tertiary Hydroxyaldehydes by Palladium-Catalyzed Asymmetric Allylic Alkylation of Enolates

  摘要：

  Chiral alpha-tertiary hydroxyaldehydes are very versatile building blocks in synthetic chemistry. Herein, we report the first examples of a catalytic asymmetric protocol for the synthesis of such compounds from readily available alpha-halo or alpha-hydroxy ketones or enol silyl ethers with excellent yields and nantioselectivity. Its synthetic utility is demonstrated in the short, efficient formal synthesis of (S)-oxybutynin. In this process, the chiral ligand controls the regioselectivity as well as the enantioselectivity.

  DOI：

  10.1021/ja067342a

文献信息

• α-Lithio trimethylsilylmethyl lithium carbonate as methanol dianion synthon. A one-pot synthesis of α-hydroxy ketones.
  作者：Alan R Katritzky、Saumitra Sengupta

  DOI：10.1016/s0040-4039(00)95990-2

  日期：1987.1

  1-Trimethylsilylmethanol is used its lithiated lithium carbonate in a one-pot procedure to hydroxymethylate esters, dimethylamides, acid chlorides and nitriles to give the corresponding hydroxymethyl carbonyl compounds in the synthetic conversion RCOX → RCOCH2OH.

  1-三甲基甲硅烷基甲醇可通过一锅法将其锂化碳酸锂用于羟甲基化酯，二甲基酰胺，酰氯和腈，从而在合成转化RCOX→RCOCH 2 OH中得到相应的羟甲基羰基化合物。
• Triheterocyclic Compounds and Compositions Thereof
  申请人：Attardo Giorgio

  公开号：US20120004224A1

  公开（公告）日：2012-01-05

  The present invention relates to novel Triheterocyclic Compounds, compositions comprising a Triheterocyclic Compound, and methods useful for treating or preventing cancer or a neoplastic disorder comprising administering a Triheterocyclic Compound. The compounds, compositions, and methods of the invention are also useful for inhibiting the growth of a cancer cell or neoplastic cell, treating or preventing a viral infection, or inhibiting the replication and/or infectivity of a virus.

  本发明涉及新型三杂环化合物、包含三杂环化合物的组合物，以及用于治疗或预防癌症或肿瘤性疾病的方法，包括给予三杂环化合物。本发明的化合物、组合物和方法还可用于抑制癌细胞或肿瘤细胞的生长，治疗或预防病毒感染，或抑制病毒的复制和/或感染能力。
• KATRITZKY, ALAN R.;SENGUPTA, SAUMITRA, TETRAHEDRON LETT., 28,(1987) N 17, 1847-1850
  作者：KATRITZKY, ALAN R.、SENGUPTA, SAUMITRA

  DOI：——

  日期：——
• METHOD OF PURIFYING CRUDE ACETONE STREAM
  申请人：Lyondell Chemical Technology, L.P.

  公开号：EP2844631A1

  公开（公告）日：2015-03-11
• US8420638B2
  申请人：——

  公开号：US8420638B2

  公开（公告）日：2013-04-16