2-methyl-4-oxo-heptanoic acid methyl ester | 90647-21-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-methyl-4-oxo-heptanoic acid methyl ester
• 英文别名: 2-Methyl-4-oxo-heptansaeure-methylester；2-Methyl-4-oxo-oenanthsaeure-methylester；4-Oxo-2-methyl-oenanthsaeure-methylester；Methyl 2-methyl-4-oxoheptanoate
• CAS: 90647-21-5
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: FPBISWXXVJUWSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methyl-4-oxo-heptanoic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (R)-2-methyl-4-oxoheptanoic acid 、 (S)-2-methyl-4-oxo-heptanoic acid
  参考文献：
  名称：

  The Stereoselective Synthesis of 2-Alkyl .gamma.-Keto Acid and Heterocyclic Ketomethylene Peptide Isostere Core Units Using Chiral Alkylation by 2-Triflyloxy Esters

  摘要：

  A simple and general protocol for the enantioselective preparation of gamma-keto acids and heterocyclic gamma-keto acids which have an alkyl group at C-2 is reported. The alkyl group is introduced by chiral alkylation using a scalemic 2-triflyloxy ester. The alkylation takes place with inversion of configuration and is compatible with a variety of alkyl groups. This methodology is thus well-suited for the preparation of a wide variety of ketomethylene peptide isosteres.

  DOI：

  10.1021/jo00121a031
• 作为产物：
  描述：

  Methyl 2-methyl-3-(2-furyl)propenoate 在 platinum on activated charcoal 氢气 作用下， 生成 2-methyl-4-oxo-heptanoic acid methyl ester
  参考文献：
  名称：

  Bel'skii,I.F. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 1009 - 1013

  摘要：

  DOI：

文献信息

• Bel'skii,I.F. et al., Doklady Chemistry, 1963, vol. 152, p. 767 - 769
  作者：Bel'skii,I.F. et al.

  DOI：——

  日期：——
• Okawara, Kogyo Kagaku zasshi / Journal of the Society of Chemical Industry, 1954, vol. 57, p. 760
  作者：Okawara

  DOI：——

  日期：——
• US4800231A
  申请人：——

  公开号：US4800231A

  公开（公告）日：1989-01-24
• Bel'skii,I.F. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 1009 - 1013
  作者：Bel'skii,I.F. et al.

  DOI：——

  日期：——
• The Stereoselective Synthesis of 2-Alkyl .gamma.-Keto Acid and Heterocyclic Ketomethylene Peptide Isostere Core Units Using Chiral Alkylation by 2-Triflyloxy Esters
  作者：Robert V. Hoffman、Hwa-Ok Kim

  DOI：10.1021/jo00121a031

  日期：1995.8

  A simple and general protocol for the enantioselective preparation of gamma-keto acids and heterocyclic gamma-keto acids which have an alkyl group at C-2 is reported. The alkyl group is introduced by chiral alkylation using a scalemic 2-triflyloxy ester. The alkylation takes place with inversion of configuration and is compatible with a variety of alkyl groups. This methodology is thus well-suited for the preparation of a wide variety of ketomethylene peptide isosteres.