乙基2,2-二氯丙酸酯 | 17640-03-8

• 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
• 中文名称: 乙基2,2-二氯丙酸酯
• 英文名称: ethyl 2,2-dichloropropionate
• 英文别名: ethyl 2,2-dichloropropanoate
• CAS: 17640-03-8
• 化学式: C₅H₈Cl₂O₂
• 分子量: 171.023
• InChiKey: TWJKBMRWJYYYFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙基2,2-二氯丙酸酯 在 copper(l) chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 生成 diethyl (Z)-2,3-dimethylbutenedioate
  参考文献：
  名称：

  Generation and reactions of novel copper carbenoids through a stoichiometric reaction of copper metal with gem-dichlorides in dimethyl sulfoxide

  摘要：

  DOI：

  10.1021/jo00288a056
• 作为产物：
  描述：

  丙亚胺酸,2,2-二氯-N-(二乙氧基氧膦基)-,乙基酯 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 乙基2,2-二氯丙酸酯
  参考文献：
  名称：

  Shevchenko,V.I. et al., Journal of general chemistry of the USSR, 1968, vol. 38, # 3, p. 541 - 544

  摘要：

  DOI：

文献信息

• Stereoselective Olefination Reactions Promoted by Rieke Manganese
  作者：José Concellón、Humberto Rodríguez-Solla、Vicente del Amo、Pamela Díaz

  DOI：10.1055/s-0029-1216880

  日期：2009.8

  applied to develop a novel and direct synthesis of (E)-α,β-unsaturated esters or amides and (Z)-α,β-unsaturated α-halo esters and α-choroamides through a Mn*-mediated sequential olefination protocol of aldehydes with dichloro esters or amides and trihalo esters or trichloroamides, respectively. manganese - elimination reactions - stereoselectivity - α,β-unsaturated esters - α,β-unsaturated amides - metalation

  提出了使用廉价的无毒金属锰进行立体选择性β-消除反应并促进醛的顺序烯化反应以获得α，β-不饱和酯和酰胺的优势的研究。使用活性锰（Mn *）作为金属化剂进行了各种消除反应，所有这些反应均具有完全的立体选择性和高收率的特征。锰的这种能力已被用于开发通过Mn *-直接合成（E）-α，β-不饱和酯或酰胺与（Z）-α，β-不饱和α-卤代酯和α-氯酰胺的新颖而直接的合成方法。介导的醛分别与二氯酯或酰胺和三卤代酯或三氯酰胺的顺序烯烃化方案。 锰-消除反应-立体选择性-α，β-不饱和酯-α，β-不饱和酰胺-金属化
• The First Sequential Reaction Promoted by Manganese:  Complete Stereoselective Synthesis of (E)-α,β-Unsaturated Esters from 2,2-Dichloroesters and Aldehydes
  作者：José M. Concellón、Humberto Rodríguez-Solla、Pamela Díaz、Ricardo Llavona

  DOI：10.1021/jo070209w

  日期：2007.6.1

  α,β-Unsaturated esters were obtained with complete control of stereoselectivity utilizing a sequential reaction of dichloroesters with a variety of aldehydes, promoted by active manganese. This methodology is generally applicable, and the C−C double bond can be di- or trisubstituted. A mechanism based on a successive aldol-type reaction/β-elimination is proposed to explain these results.

  利用二氯酯与各种由活性锰促进的醛的顺序反应，可以在完全控制立体选择性的情况下获得α，β-不饱和酯。这种方法通常适用，CC双键可以是二取代或三取代的。提出了基于连续的醛醇型反应/β消除的机理来解释这些结果。
• Trihalogenomethyl compounds of potential therapeutic interest. Part VIII. Synthesis of some epoxides, amides, alcohols, and acetylenic amines
  作者：R. E. Bowman、K. D. Brunt、C. E. Harrison、W. R. N. Williamson

  DOI：10.1039/j39700000094

  日期：——

  Syntheses of epoxides and amides of the general structure Cl3[graphic omitted] their hydroxy-derivatives, some acetylenic trichloromethanols, and Mannich derivatives of acetylenic trichloromethanols are described.

  描述了具有通式Cl 3 [省略图示]的环氧化物和酰胺的羟基衍生物，一些炔属三氯甲醇和炔属三氯甲醇的曼尼希衍生物的合成。
• METHOD FOR PREPARING FLUOROORGANIC COMPOUNDS
  申请人：Arkema France

  公开号：US20200223777A1

  公开（公告）日：2020-07-16

  A process for preparing a compound of formula (I) HR 1 R 2 C—CF 2 —(C═O)—Y starting with a compound of formula (II) R 1 R 2 C═CX—(C═O)—Y or of formula (III) HR 1 R 2 C—CX 1 X 2 —(C═O)—Y placed in contact with hydrofluoric acid; R 1 and R 2 being independently selected from H, F, Cl, Br, I, C 1 -C 20 -alkyl, C 6 -C 20 -aryl and C 2 -C 20 -alkenyl, C 3 -C 20 -cycloalkenyl and C 3 -C 20 -cycloalkyl; X 1 and X 2 being independently selected from F, Cl, Br and I on condition that X 1 and X 2 are not simultaneously F; Y being selected from the group of H, C 1 -C 20 -alkyl, C 1 -C 20 -haloalkyl, C 6 -C 20 -aryl, —OH, —OR, —NH 2 , —NHR, —NR 2 , —SR, C 3 -C 20 -cycloalkyl, C 3 -C 20 -cycloalkenyl and C 2 -C 20 -alkenyl; R being independently selected from the group of C 1 -C 20 -alkyl, C 6 -C 20 -aryl and C 2 -C 20 -alkenyl, C 3 -C 20 -cycloalkenyl and C 3 -C 20 -cycloalkyl.

  使用氢氟酸与式子(II) R1R2C═CX—(C═O)—Y 或式子(III) HR1R2C—CX1X2—(C═O)—Y接触的方法制备式子(I) HR1R2C—CF2—(C═O)—Y的化合物；其中，R1和R2独立地选自H、F、Cl、Br、I、C1-C20烷基、C6-C20芳基和C2-C20烯基、C3-C20环烯基和C3-C20环烷基；X1和X2独立地选自F、Cl、Br和I，条件是X1和X2不能同时为F；Y选自H、C1-C20烷基、C1-C20卤代烷基、C6-C20芳基、—OH、—OR、—NH2、—NHR、—NR2、—SR、C3-C20环烷基、C3-C20环烯基和C2-C20烯基；R独立地选自C1-C20烷基、C6-C20芳基和C2-C20烯基、C3-C20环烯基和C3-C20环烷基。
• Substituted alkene carboxylic acid amides and derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0298466A2

  公开（公告）日：1989-01-11

  There are described compounds of the general formula wherein Y and Y′ are hydrogen or taken together are O or S, *A is paraphenylene or *-(CH₂)n-(X)s-(CH₂)r-, X is O, S or -CH=CH-, n and r, independently are integers from 0 to 3, m is the integer 0 or 1, s is the integer 0 or 1, provided that when s is 1, n+m is at least 2, t is an integer from 0 to 10, R₁ and R₂, independently, are lower alkyl, lower alkenyl or aryl, or one of R₁ and R₂ is hydrogen and the other is W is -CX₃=CX₄-, -CH₂-CH₂-, -CH₂-, O, S or -NX₅-, X₁ is lower alkyl, phenyl or phenyl with up to 3 substituents selected from lower alkoxy, lower alkyl and halogen, X₂, X₃ and X₄, independently, are hydrogen, lower alkyl, lower alkoxy or halogen, X₅ is lower alkyl, R₃ is hydrogen, lower alkyl or aryl, R₄ is hydrogen, lower alkyl, aryl, aryl-lower alkyl or acyl, R₅ is hydrogen or lower alkyl, R₆ is hydrogen,     lower alkyl, lower cycloalkyl, Het-lower alkyl or aryl, Het is a monocyclic 6-membered heteroaromatic radical containing one or two nitrogen atoms, which radical may be substituted by lower alkyl, halogen or aryl, and the asterisk denotes the point of attachment, when R₅ and R₆ are different, enantiomers and racemic mixtures thereof, when R₁ and R₂ are different, geometric isomers thereof, and pharmaceutically acceptable acid addition salts thereof. These compounds exhibit activity as platelet activating factor (PAF) antagonists and are, therefore, useful in disease states characterized by excess platelet activating factor or for the prevention and treatment of cardiovascular diseases, pulmonary diseases, immunological disorders, inflammatory diseases, dermatological disorders, shocks or transplant rejections.

  所述化合物通式如下 其中 Y 和 Y′为氢或合起来为 O 或 S，*A 为对苯二甲酸或 *-(CH₂)n-(X)s-(CH₂)r-，X 为 O、S 或-CH=CH-，n 和 r 独立地为 0 至 3 的整数，m 为 0 或 1 的整数、s 是 0 或 1 的整数，条件是当 s 为 1 时，n+m 至少为 2，t 是 0 至 10 的整数，R₁ 和 R₂ 独立地是低级烷基、低级烯基或芳基，或者 R₁ 和 R₂ 中的一个是氢，另一个是 W 是-CX₃=CX₄-、-CH₂-CH₂-、-CH₂-、O、S 或-NX₅-，X₁ 是低级烷基、苯基或带有最多 3 个选自低级烷氧基、低级烷基和卤素的取代基的苯基，X₂、X₃ 和 X₄ 独立地、是氢、低级烷基、低级烷氧基或卤素，X₅ 是低级烷基，R₃ 是氢、低级烷基或芳基，R₄ 是氢、低级烷基、芳基、芳基-低级烷基或酰基，R₅ 是氢或低级烷基，R₆ 是氢、 R₅是氢或低级烷基，R₆是氢、低级烷基、低级环烷基、Het-低级烷基或芳基，Het 是含有一个或两个氮原子的单环六元杂芳基，该基可被低级烷基、卤素或芳基取代，星号表示连接点、 当 R₅ 和 R₆ 不同时，其对映体和外消旋混合物；当 R₁ 和 R₂ 不同时，其几何异构体；以及其药学上可接受的酸加成盐。 这些化合物具有血小板活化因子（PAF）拮抗剂的活性，因此可用于以血小板活化因子过量为特征的疾病状态，或用于预防和治疗心血管疾病、肺部疾病、免疫性疾病、炎症性疾病、皮肤病、休克或移植排斥反应。