2-氧代-2-(2-氧代环己基)乙酸甲酯 | 5334-00-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-氧代-2-(2-氧代环己基)乙酸甲酯
• 英文名称: α,2-Dioxocyclohexaneacetic Acid Methyl Ester
• 英文别名: methyl α,2-dioxocyclohexaneacetate；2-Methoxalyl-cyclohexanon；methyl oxo(2-oxocyclohexyl)acetate；methyl 2-oxo-2-(2-oxocyclohexyl)acetate
• CAS: 5334-00-9
• 化学式: C₉H₁₂O₄
• 分子量: 184.192
• InChiKey: HGGJIVMRGBLYDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氧代-2-(2-氧代环己基)乙酸甲酯 以51%的产率得到
  参考文献：
  名称：

  TSUBOI SADAO; NISHIYAMA EMIKO; FURUTANI HIROYUKI; UTAKA MASANORI; TAKEDA +, J. ORG. CHEM., 52,(1987) N 7, 1359-1362

  摘要：

  DOI：
• 作为产物：
  描述：

  草酸二甲酯 、 环己酮 在 base 作用下， 以37.7%的产率得到2-氧代-2-(2-氧代环己基)乙酸甲酯
  参考文献：
  名称：

  Evidence for ketene intermediates in the decarbonylation of 2,4-dioxo acids and esters and 2-oxobutanedioic acid esters

  摘要：

  The mechanism by which alpha, gamma-dioxo carboxylic acid esters 1 and 2-oxobutanedioic acid diesters 2 lose CO was explored. The compounds, 5,5-dimethyl-2,4-dioxohexanoic acid ethyl ester, 1a, alpha,2-dioxocyclohexaneacetic acid ethyl ester, 1b, and alpha,1-dioxotetrahydro-2-naphthaleneacetic acid ethyl ester, 1c, lose CO at 170-190-degrees-C to yield the corresponding beta-keto esters 3a-c. When compounds 1 or the parent acids 4 were heated to 170-190-degrees-C with water in a sealed reactor, they yielded ketones resulting from replacement by H of C(O)CO2R from 1 or C(O)CO2H from 4. beta-Keto esters suffered replacement by H of the carbethoxy group to yield the corresponding ketones when heated with water at about 105-degrees-C. Acylketenes, such as 4,4-dimethyl-1-pentene-1,3-dione, 6a, 2-oxocyclohexylidenemethanone, 6b, 1-oxotetrahydro-2-naphthylidenemethanone, 6c, 3-methyl-1-butene-1,3-dione, 6d, and 1-butene-1,3-dione, 6e, are implicated as the common intermediates that react with water to form beta-keto acids that subsequently decarboxylate to yield the ketones 5. Intense IR frequencies in the region of 2120-2140 cm-1, characteristic of ketenes, are observed when 1,2, or 3 is subjected to GC-FTIR analysis with the injector and light pipe at 280-degrees-C. Loss of carbon monoxide and alcohol at high temperature is required to form 6 from 1, while only the loss of alcohol at lower temperature is needed to form 6 from 3.

  DOI：

  10.1021/jo00018a018

文献信息

• HETEROCYCLIC COMPOUND
  申请人：Mochizuki Michiyo

  公开号：US20110118236A1

  公开（公告）日：2011-05-19

  An object of the present invention is to provide a novel AMPA receptor potentiator. A compound represented by the following formula (I) or a salt thereof: wherein in formula (I) R 1 represents (1) a halogen atom, or (2) cyano group, or the like; Ra and Rb each independently represent a hydrogen atom or C 1-4 alkyl; L represents a bond, or a spacer in which the number of atoms in the main chain is 1 to 8; Ring A represents (1) a non-aromatic carbon ring of 4-8 carbon atoms, or (2) a 4- to 8-membered non-aromatic heterocycle either of which is optionally substituted with 1 or more substituents selected from (a) halogen atoms, and (b) cyano group; and Ar represents a substituted phenyl group, or optionally substituted 5- or 6-membered aromatic heterocyclic group.

  本发明的目的是提供一种新型AMPA受体增强剂。化合物由以下式(I)或其盐所表示：其中在式(I)中，R1表示（1）卤素原子或（2）氰基等；Ra和Rb各自独立地表示氢原子或C1-4烷基；L表示键或主链中原子数为1至8的间隔物；环A表示（1）4-8个碳原子的非芳香碳环，或（2）4-至8个成员的非芳香杂环，其中任一环均可以选择性地用1个或多个取代基所取代，所述取代基选择自(a)卤素原子和(b)氰基；Ar表示取代苯基或可选择性取代的5-或6-成员芳香杂环基。
• Bonadies, Francesco; Scarpati, Maria Luisa, Gazzetta Chimica Italiana, 1983, vol. 113, # 7/8, p. 421 - 426
  作者：Bonadies, Francesco、Scarpati, Maria Luisa

  DOI：——

  日期：——
• Budesinsky,Z.; Roubinek,F., Collection of Czechoslovak Chemical Communications, 1961, vol. 26, p. 2871 - 2884
  作者：Budesinsky,Z.、Roubinek,F.

  DOI：——

  日期：——
• Regio- and enantioselective reduction of .alpha.,2-dioxocycloalkaneacetates with fermenting baker's yeast. A new synthesis of (R)-(-)-hexahydromandelic acid
  作者：Sadao Tsuboi、Emiko Nishiyama、Hiroyuki Furutani、Masanori Utaka、Akira Takeda

  DOI：10.1021/jo00383a041

  日期：1987.4
• TSUBOI SADAO; NISHIYAMA EMIKO; FURUTANI HIROYUKI; UTAKA MASANORI; TAKEDA +, J. ORG. CHEM., 52,(1987) N 7, 1359-1362
  作者：TSUBOI SADAO、 NISHIYAMA EMIKO、 FURUTANI HIROYUKI、 UTAKA MASANORI、 TAKEDA +

  DOI：——

  日期：——