2,2,5,5-Tetramethylcyclopentanecarboxylic acid | 96188-82-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2,5,5-Tetramethylcyclopentanecarboxylic acid
• 英文别名: 2,2,5,5-tetramethylcyclopetanecarboxylic acid；2,2,5,5-Tetramethylcyclopentancarbonsaeure；Cyclopentanecarboxylic acid, 2,2,5,5-tetramethyl-；2,2,5,5-tetramethylcyclopentane-1-carboxylic acid
• CAS: 96188-82-8
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: YQWKTQMDNDIFTP-UHFFFAOYSA-N

物化性质

• 熔点：
  127-129 °C
• 沸点：
  248.4±8.0 °C(Predicted)
• 密度：
  0.957±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  2,2,5,5-Tetramethylcyclopentanecarboxylic acid 在 吡啶 、 氯化亚砜 、 三氯氧磷 作用下， 反应 2.67h， 生成 1,3-dipropyl-8-(2,2,5,5-tetramethylcyclopentyl)xanthine
  参考文献：
  名称：

  8-Polycycloalkyl-1,3-dipropylxanthines as potent and selective antagonists for A1-adenosine receptors

  摘要：

  With the aim of characterizing the hydrophobic interactions between xanthines and the A1 receptor site, 1,3-dipropyl-8-substituted xanthines were synthesized. Introduction of a quaternary carbon and the conformationally restricted cyclopentyl moiety into the 8-position of xanthines enhanced the adenosine A1 antagonism. 1,3-Dipropyl-8-(3-noradamantyl)xanthine (42) was identified to be a selective and the most potent A1 receptor antagonist reported to date. Under our structure-activity relationship, the 8-substituent of xanthine antagonists and the N6-substituent of adenosine agonists appears to bind to the same region of the A1 receptor.

  DOI：

  10.1021/jm00083a018
• 作为产物：
  描述：

  2,5-二溴-2,5-二甲基己烷 在 ruthenium trichloride 、 sodium periodate 、 甲酸 、 高氯酸 作用下， 以 四氯化碳 、 水 、 乙腈 为溶剂， 反应 21.5h， 生成 2,2,5,5-Tetramethylcyclopentanecarboxylic acid
  参考文献：
  名称：

  Aluminium-mediated [4+1] cyclization reaction: novel synthesis of 2,2,5,5-tetramethylcyclopentanecarboxylic acid

  摘要：

  DOI：

  10.1016/s0040-4039(00)79485-8

文献信息

• Cyclopentane derivatives
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：US04716241A1

  公开（公告）日：1987-12-29

  Novel cyclopentane derivatives which are useful as an intermediate for the preparation of N-(L-aspartyl)-N'-(2,2,5,5-tetramethylcyclopentanecarbonyl)-R-1,1-diaminoe thane are represented by the formula (I) ##STR1## wherein R.sub.1 is hydrogen and R.sub.2 is cyano, formyl, carbamoyl, alkanesulfonyloxy, or ##STR2## wherein R.sub.3 and R.sub.4 are the same or different and represent alkyl, substituted alkyl or R.sub.1 and R.sub.2 are combined to be methylsulfinylmethylene, acetoxymethylthiomethylene, halomethylthiomethylene, methylthiomethylene, alkoxy-methylene, or --CH.sub.2 --O--.

  具有用作N-(L-天冬氨酰)-N'-(2,2,5,5-四甲基环戊烷羰基)-R-1,1-二氨基乙烷制备的中间体的新型环戊烷衍生物由式(I)表示：##STR1## 其中R.sub.1为氢，R.sub.2为氰基，甲酰基，氨基甲酰基，烷基磺酰氧基或##STR2## 其中R.sub.3和R.sub.4相同或不同，表示烷基，取代烷基或R.sub.1和R.sub.2结合成甲基亚砜亚甲基，乙酰氧甲硫亚甲基，卤代甲硫亚甲基，甲硫亚甲基，烷氧亚甲基或--CH.sub.2--O--。
• Process for the production of cycloalkanecarboxylic acids
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：US04816602A1

  公开（公告）日：1989-03-28

  Process for the production of cycloalkanecarboxylic acids of general Formula I ##STR1## wherein n means the number 1 or 2, R.sub.1 and R.sub.3 are alkyl groups of 1-4 carbon atoms, and R.sub.2 and R.sub.4 symbolize hydrogen atoms or alkyl groups of 1-4 carbon atoms, characterized by reacting a compound of general Formula II X--CR.sub.1 R.sub.2 --(CH.sub.2).sub.n --CH.sub.2 --CR.sub.3 R.sub.4 --X'(II), wherein n, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings given above and X and X' mean a hydroxy group, a chlorine atom, a bromine atom, an alkylsulfonyloxy residue, or an arylsulfonyloxy residue, with 1,1-dichloroethylene; splitting off hydrogen chloride from the thus-obtained compounds of general Formula III X--CR.sub.1 R.sub.2 --(CH.sub.2).sub.n --CH.sub.2 --CR.sub.3 R.sub.4 --CH.sub.2 --CCl.sub.2 X (III), wherein n, X, X', R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings given above; and cyclizing and hydrolyzing, by means of acids, the thus-prepared compounds of general Formula IV X--CR.sub.1 R.sub.2 --(CH.sub.2).sub.n --CH.sub.2 --CR.sub.3 R.sub.4 --CY.dbd.CZX' (IV), wherein n, X, X', R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings given above, and Y and Z jointly represent a carbon-to-carbon bond or mean a hydrogen atom and a chlorine atom.

  一般式为I的环烷基羧酸的生产过程，其中n表示数字1或2，R1和R3是1-4个碳原子的烷基基团，R2和R4表示氢原子或1-4个碳原子的烷基基团，其特征在于将一般式II的化合物X-CR1R2-(CH2)n-CH2-CR3R4-X'（II）与1,1-二氯乙烯反应；从得到的一般式III的化合物X-CR1R2-(CH2)n-CH2-CR3R4-CH2-CCl2X（III）中分离氢氯酸；通过酸的手段使得一般式IV的化合物X-CR1R2-(CH2)n-CH2-CR3R4-CY= CZX'（IV）环化和水解，其中n，X，X'，R1，R2，R3和R4具有上述给定的含义，Y和Z共同表示碳到碳的键或表示氢原子和氯原子。
• Gem-diaminoalkane derived sweeteners
  申请人：CUMBERLAND PACKING CORPORATION

  公开号：EP0128654A2

  公开（公告）日：1984-12-19

  Compounds of the formula: wherein n is 0 or 1, R is lower alkyl (substituted or unsubstituted), R' is H or lower alkyl, and R" is a branched alkyl, alkyl-cycloalkyl, cycloalkyl, polycycloalkyl (poly = 2 or more, fused or non-fused), phenyl or alkyl-substituted phenyl, and physiologically acceptable cationic and acid addition salts thereof, which compounds are potent sweeteners. These derivatives of gem-diaminoalkanes are many times sweeter than sugar and are free from undesirable flavor qualities. Furthermore, they possess an unanticipated high degree of solubility compared with known synthetic sweeteners. In addition, the compounds possess high stability so that they can be used in all types of beverages and in conventional food processing. Sweetening compositions and sweetened edible compositions of these compounds are also provided.

  式中的化合物： 其中 n 为 0 或 1，R 为低级烷基（取代或未取代），R'为 H 或低级烷基，R "为支链烷基、烷基-环烷基、环烷基、多环烷基（多 = 2 或更多，融合或未融合）、苯基或烷基取代的苯基，以及生理上可接受的阳离子盐和酸加成盐，这些化合物是强效甜味剂。这些宝石二氨基烷烃衍生物的甜度比糖高出许多倍，而且没有不良味道。此外，与已知的合成甜味剂相比，它们还具有意想不到的高溶解度。此外，这些化合物还具有很高的稳定性，因此可用于各类饮料和传统的食品加工中。此外，还提供了这些化合物的甜味组合物和甜味食用组合物。
• Novel intermediates useful in the production of gem-diaminoalkane derived sweeteners
  申请人：CUMBERLAND PACKING CORPORATION

  公开号：EP0242896A2

  公开（公告）日：1987-10-28

  The present invention relates to novel intermediates for use in the production of compounds forming the subject matter of parent Application No. 84302978.6 (Publication No. 0128654). Such intermediate compounds comprise 2,2,5,5-tetramethylcyclopentanone 1,2,2,5,5-pentamethylcyclopentanol 1-methytene-2,2,5,5-tetramethylcyclopentane 2,2,5,5-tetra- methyVcyclopentylmethanol 2,2,5,5-tetramethylcyclopentanecarboxylic acid

  本发明涉及用于生产构成母申请第 84302978.6 号（公开号 0128654）主题的化合物的新型中间体。 这类中间体化合物包括 2,2,5,5-四甲基环戊酮 1,2,2,5,5-五甲基环戊醇 1-甲基-2,2,5,5-四甲基环戊烷 2,2,5,5-四甲基环戊基甲醇 2,2,5,5-四甲基环戊烷羧酸
• Mayr, Herbert; Heilmann, Werner; Baeuml, Engelbert, Chemische Berichte, 1991, vol. 124, # 1, p. 203 - 206
  作者：Mayr, Herbert、Heilmann, Werner、Baeuml, Engelbert、Vorbrueggen, Helmut

  DOI：——

  日期：——