1-环己烯-1,2-二甲酸二甲酯 | 4336-19-0

• 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
• 中文名称: 1-环己烯-1,2-二甲酸二甲酯
• 英文名称: dimethyl 1-cyclohexene-1,2-dicarboxylate
• 英文别名: dimethyl-1,2-cyclohexene dicarboxylate；dimethyl-cyclohexene-1,2-dicarboxylate；1,2-dimethyl cyclohex-1-ene-1,2-dicarboxylate；methyl 1,2-cyclohexene dicarboxylate；Cyclohex-1-en-1,2-dicarbonsaeure-dimethylester；Cyclohexen-1,2-dicarbonsaeuredimethylester；Dimethyl-cyclohex-1-en-1,2-dicarboxylat；1,2-Dimethoxycarbonyl-cyklohex-1-en；Dimethylcyclohexen-1,2-dicarboxylat；Δ¹-Cyclohexen-1,2-dicarbonsaeuredimethylester；cyclohex-1-ene-1,2-dicarboxylic acid dimethyl ester；1-cyclohexene-1,2-dicarboxylic acid dimethylester；Dimethylcyclohex-1-ene-1,2-dicarboxylate；dimethyl tetrahydrophthalate；1-Cyclohexene-1,2-dicarboxylic acid, dimethyl ester；dimethyl cyclohexene-1,2-dicarboxylate
• CAS: 4336-19-0
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: APGUUZNLMFETAH-UHFFFAOYSA-N

物化性质

• 沸点：
  310°C (estimate)
• 密度：
  1.0143 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917209090

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3,4,5,6-四氢苯酐	3,4,5,6-Tetrahydrophthalic anhydride	2426-02-0	C8H8O3	152.15
  1,4-环己二烯-1,2-二羧酸二甲酯	dimethyl cyclohexa-1,4-diene-1,2-dicarboxylate	14309-54-7	C10H12O4	196.203

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	4,5,6,7-tetrahydro-3H-isobenzofuran-1-one	66309-76-0	C8H10O2	138.166
  ——	3-bromo-1-cyclohexene-1,2-dicarboxylic acid dimethylester	149141-02-6	C10H13BrO4	277.115

反应信息

• 作为反应物：
  描述：

  1-环己烯-1,2-二甲酸二甲酯 750.0 ℃ 、1.33 kPa 条件下， 生成 dimethyl 1,3-butadiene-2,3-dicarboxylate
  参考文献：
  名称：

  Method of preparing 2, 3-dicarbomethoxy-1, 3-butadiene

  摘要：

  公开号：

  US02870196A1
• 作为产物：
  描述：

  2,7-dibromooctanedioic acid dimethyl ester 在 copper(l) iodide 、 lithium diisopropyl amide 作用下， 以56%的产率得到1-环己烯-1,2-二甲酸二甲酯
  参考文献：
  名称：

  Hagiwara, H.; Sugioka, T.; Uda, H., Synthetic Communications, 1984, vol. 14, # 13, p. 1193 - 1198

  摘要：

  DOI：

文献信息

• Synthetic Studies on CP-225,917 and CP-263,114: Access to Advanced Tetracyclic Systems by Intramolecular Conjugate Displacement and [2,3]-Wittig Rearrangement
  作者：Farzad Malihi、Derrick L. J. Clive、Che-Chien Chang、Minaruzzaman

  DOI：10.1021/jo302467w

  日期：2013.2.1

  An advanced intermediate related to the structures of CP-225,917 and CP-263,114 was constructed by a sequence based on the use of Grob-like fragmentation, intramolecular conjugate displacement, and [2,3]-Wittig rearrangement. A variant of the [2,3]-Wittig rearrangement was developed.

  通过使用Grob样片段化，分子内共轭置换和[2,3] -Wittig重排的序列，构建了与CP-225,917和CP-263,114的结构相关的高级中间体。开发了[2,3] -Wittig重排的变体。
• The First, General, Highly Efficient Method for Preparing Tetrasubstituted Epoxides Using HOF·CH3CN
  作者：Shlomo Rozen、Elizabeth Golan

  DOI：10.1002/ejoc.200300082

  日期：2003.5

  Tetrasubstituted epoxides, and especially electron-depleted ones, generally are difficult to prepare. HOF·CH3CN complex, probably the best oxygen transfer agent known today, epoxidizes tetrasubstituted alkenes at 0 °C in a matter of minutes or less in excellent yields. HOF·CH3CN complex is very easy to prepare by bubbling diluted fluorine (commercial) through aqueous acetonitrile. (© Wiley-VCH Verlag

  四取代的环氧化物，尤其是缺电子的环氧化物，通常难以制备。HOF·CH3CN 络合物可能是当今已知的最好的氧转移剂，它在 0 °C 下在几分钟或更短的时间内以极好的收率环氧化四取代烯烃。HOF·CH3CN 配合物很容易通过在乙腈水溶液中鼓泡稀释的氟（商业）来制备。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Unsaturated azabicycloamine compounds and processes for the preparation thereof
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP0537556A1

  公开（公告）日：1993-04-21

  The present invention relates to an azabicycloamine compound of the formula (I) and the salts thereof: wherein:    R is a hydrogen or an amine protecting group;    R₁ and R₂, which may be the same or different, are hydrogen, optionally substituted lower alkyl, alkanoyl, optionally substituted benzoyl or naphthoyl, optionally substituted alkoxycarbonyl, or optionally substituted benzyloxycarbonyl; and    n is an integer from 1 to 4.

  本发明涉及一种式(I)的氮杂双环胺化合物及其盐：其中：R是氢或胺保护基；R₁和R₂，可以相同也可以不同，是氢、可选择取代的较低烷基、烷酰基、可选择取代的苯甲酰基或萘甲酰基、可选择取代的烷氧羰基，或可选择取代的苄氧羰基；n是从1到4的整数。
• Novel quinolone carboxylic acid derivatives and processes for preparing same
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY

  公开号：EP0550019A3

  公开（公告）日：1993-09-01

  The present invention relates to certain novel quinolone compounds of the present invention represented by the following formula(l) and novel processes for preparing same. wherein: X is a nitrogen atom or a C-Y group wherein Y is a hydrogen, fluorine, chlorine or bromine atom or a methoxy or methyl group;R1 is a C1 -6 alkyl group optionally substituted with a halogen atom or a hydroxy radical, an alkenyl group, a C3-6 cycloalkyl group, a phenyl group substituted with a halogen atom or a divalent group of -OCH2*CH(CH3)-, -SCH2*CH2-or -SCH2*CH(CH3)- which forms an oxazine or thiazine ring together with the nitrogen atom to which R1 is attached and with X wherein X is C-Y;R2 is a hydrogen atom, a carboxy protecting group or a pharmaceutically acceptable metal or organic cation;R3 and R4, which may be the same or different, are a hydrogen atom, a lower alkyl group, an acyl group or a nitrogen protecting group metabolizable in vivo;Z is a hydrogen or halogen atom, an amino, hydroxy or methyl group; andn is 1 to 3.

  本发明涉及一些新型喹诺酮化合物，其由以下式(l)表示，并且涉及制备这些化合物的新型方法。其中：X是氮原子或C-Y基团，其中Y是氢、氟、氯或溴原子或甲氧基或甲基基团；R1是C1-6烷基基团，可选择地取代为卤原子或羟基基团、烯基基团、C3-6环烷基基团、带有卤原子的苯基基团或与R1连接的氮原子一起形成氧杂环或硫杂环的二价基团，其中X是C-Y；R2是氢原子、羧基保护基团或药用可接受的金属或有机阳离子；R3和R4，可以相同也可以不同，是氢原子、较低烷基基团、酰基团或在体内可代谢的氮保护基团；Z是氢或卤原子、氨基、羟基或甲基基团；n为1至3。
• Bis-esters from maleic anhydrides under neutral conditions: Protection of the anhydride of the natural product cornexistin
  作者：Stephen C. Fields、William H. Dent、F.Richard Green、Eric G. Tromiczak

  DOI：10.1016/0040-4039(96)00182-7

  日期：1996.3

  Trimethylsilyldiazomethane converts maleic anhydride derivatives in alcoholic THF to bisesters. The highly acid and base sensitive natural product cornexistin was converted to its bis-methyl ester in 70–75% yield and to the mixed benzyl/methyl ester in 61% yield. The mixed ester can be converted back to cornexistin via transfer hydrogenation.

  三甲基甲硅烷基重氮甲烷将醇THF中的马来酸酐衍生物转化为二酯。对酸和碱高度敏感的天然产物Cornexistin以70-75％的产率转化为双甲基酯，以61％的产率转化为混合的苄基/甲基酯。混合的酯可通过转移氢化转化回玉米角蛋白。