甲基3,3-二甲基-5-氧代戊酸酯 | 77514-26-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 甲基3,3-二甲基-5-氧代戊酸酯
• 英文名称: 3,3-dimethyl-5-oxopentanoic acid methyl ester
• 英文别名: methyl 4-formyl-3,3-dimethylbutanoate；methyl 3,3-dimethyl-5-oxopentanoate；methyl 3,3-dimethyl-5-oxovalerate；3,3-dimethyl-5-oxo-pentanoic acid methyl ester
• CAS: 77514-26-2
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: POSHLXMCOVQXJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  甲基3,3-二甲基-5-氧代戊酸酯 在 sodium hydroxide 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 E,Z-6,6'-(1,4-phenylene)bis(3,3-dimethyl-5-hexenoic acid)
  参考文献：
  名称：

  Synthesis and hypolipidemic and antidiabetogenic activities of .beta.,.beta.,.beta.',.beta.'-tetrasubstituted, long-chain dioic acids

  摘要：

  beta,beta,beta',beta'-Tetrasubstituted, long-chain dioic acids of the general formula HOOC-C(XY)-C(R2)-Q-C-(R2)-C(XY)-COOH have been synthesized and evaluated as hypotriglyceridemic-hypocholesterolemic agents in rats and as antidiabetogenic agents in ob/ob diabetic mice. The free carboxyl function of analogues of the series was mandatory for their hypolipidemic-antidiabetogenic effect while nonhydrolyzable diesters were inactive. Other structure-activity relationships were determined as a function of the overall chain length (C12-C22), alpha,alpha'-substitutions (X, Y = H, F, Cl, Br, OH, CN), beta, beta'-substitutions (R = CH3, C6H5), and core substitutions [Q = (CH2)10, (CH2)4CH = CH(CH2)4, 1,4-C6H10[(CH2)3]2, 1,4-C6H4[(CH2)3]2, 1,4-C6H4(CH = CHCH2)2, CH2(OCH2CH2)3OCH2)]. The most effective hypolipidemic-antidiabetogenic members of the series were alpha,alpha'-nonsubstituted, beta,beta'-methyl-substituted analogues of 14-18-carbon chains having either a saturated aliphatic core or a 1,4-bis(propenyl)benzene core in the cis/trans configuration. The hypotriglyceridemic rather than the hypocholesterolemic capacity of members of the series was found to correlate with their respective capacities as liver peroxisomal proliferators in rats.

  DOI：

  10.1021/jm00129a010
• 作为产物：
  描述：

  5-methoxy-3,3-dimethyl-5-oxopentanoic acid 在 Celite 、 硼烷 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 甲基3,3-二甲基-5-氧代戊酸酯
  参考文献：
  名称：

  ω-氟辛酸及其β-取代衍生物的合成

  摘要：

  描述了辛酸及其β-取代衍生物的ω-氟化类似物的简单合成，其中涉及甲基和二甲基的插入以及在C-3位置的氧取代，采用对甲苯磺酸酯的氟离子进行亲核置换在综合的后期阶段发挥作用。使用容易获得的[ 18 F]氟离子，合成程序可轻松便捷地获得相应的18 F-标记的类似物。

  DOI：

  10.1016/s0022-1139(00)81186-0

文献信息

• [EN] COMPOUNDS AND METHODS FOR TREATING DYSLIPIDEMIA<br/>[FR] COMPOSES ET TECHNIQUES DE TRAITEMENT DE LA DYSLIPIDEMIE
  申请人：LILLY CO ELI

  公开号：WO2005037796A1

  公开（公告）日：2005-04-28

  Compounds of formula I wherein n, m, p, q, Y, R1 R2, R3, R4, R5, and R6 are as defined herein and their pharmaceutical compositions and methods of use are disclosed as useful for treating artherosclerosis and its sequelae.

  式I的化合物，其中n、m、p、q、Y、R1、R2、R3、R4、R5和R6如本文所定义，并且其药物组合物和使用方法被披露为用于治疗动脉粥样硬化及其后遗症。
• [EN] COMPOUNDS AND METHODS FOR TREATING DYSLIPIDEMIA<br/>[FR] COMPOSES ET METHODES DE TRAITEMENT DE LA DYSLIPIDEMIE
  申请人：LILLY CO ELI

  公开号：WO2006002342A1

  公开（公告）日：2006-01-05

  Compounds of Formula (I): wherein n, m, p, q, Y, R1 R2, R3a, R3b, R4, R5, and R6 are as defined herein and their pharmaceutical compositions and methods of use are disclosed.

  式(I)的化合物：其中n、m、p、q、Y、R1、R2、R3a、R3b、R4、R5和R6如本文所定义，并且其药物组合物和使用方法已被披露。
• Derivatives of 2H-pyran-2-one
  申请人：FMC Corporation

  公开号：US04235780A1

  公开（公告）日：1980-11-25

  Processes for producing a (1.alpha., 4.alpha., 5.alpha.)-6,6-dimethyl-4-halo-substituted-methyl-3-oxabicyclo[3.1.0]hexan- 2-one and its novel intermediates from known and inexpensive starting materials are described and exemplified.

  描述并举例生产(1.alpha., 4.alpha., 5.alpha.)-6,6-二甲基-4-卤代取代甲基-3-氧代-3-氧代-3-环己烷-2-酮及其新颖中间体的方法，这些方法使用已知且廉价的起始材料。
• Halogenated esters useful as intermediates for insecticides
  申请人：Zeneca Limited

  公开号：US05750769A1

  公开（公告）日：1998-05-12

  The invention provides novel compounds of formula: CF.sub.3 --CXCl--CH(OH)CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(I) where X represents chloro or bromo and R represents hydrogen or alkyl of up to 4 carbon atoms, processes for preparing them and their use as intermediates in the preparation of insecticidal cyclopropane derivatives. Also provided are novel compounds of formula: BrCH.sub.2 --CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(IV) wherein R represents alkyl of up to 4 carbon atoms, useful as intermediates in the preparation of the compounds of formula I.

  本发明提供了新型化合物的公式：CF.sub.3 --CXCl--CH(OH)CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(I)，其中X代表氯或溴，R代表氢或碳数不超过4的烷基，制备它们的过程以及它们作为杀虫环丙烷衍生物制备中间体的用途。还提供了新型化合物的公式：BrCH.sub.2 --CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --CO.sub.2 R(IV)，其中R代表碳数不超过4的烷基，有用于制备公式I化合物的中间体。
• Facile synthesis of 3,4-dihydro-4,4-dimethyl-2H-pyran-2-one via palladium catalyzed terminal oxidation of 3,3-dimethyl-4-pentenoates
  作者：Mariko Tanaka、Hisao Urata、Takamasa Fuchikami

  DOI：10.1016/s0040-4039(00)84744-9

  日期：——

  Selective terminal oxidation of 3,3-dimethyl-4-pentenoates does occur under chloride-free Wacker conditions [Pd(OAc)2/O2] in AcOH to give 5-acetoxy-3,3-dimethyl-4-pentenoates (7) and their analogues (2, 8) in good yields. Successive cyclization of 7 and 8 at vapor phase pyrolysis on SiO2 affords 3,4-dihydro-4,4-dimethyl-2H-pyran-2-one (1).

  在无氯的Wacker条件下[Pd（OAc）2 / O 2 ]在AcOH中确实发生3,3-二甲基-4-戊烯酸酯的选择性末端氧化，得到5-乙酰氧基-3,3-二甲基-4-戊烯酸酯（7 ）及其类似物（2，8），收率很高。在SiO 2上进行气相热解时，将7和8连续环化，得到3,4-二氢-4,4-二甲基-2H-吡喃-2-酮（1）。