Methyl 2,2-dichloro-2-methoxyacetate

• 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: Methyl 2,2-dichloro-2-methoxyacetate
• 英文别名: ethyl 2,2-dichloro-2-methoxyacetate；Ethyl dichloro-methoxyacetate
• 化学式: C₅H₈Cl₂O₃
• 分子量: 187.023
• InChiKey: DNVNYSTZNLCZBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 Methyl 2,2-dichloro-2-methoxyacetate 在 chromium dichloride 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到2-甲氧基-3-苯基-2-丙烯酸甲酯
  参考文献：
  名称：

  Fe（0）介导的羰基三和四取代烯烃的合成：Cr（II）的环保替代品

  摘要：

  研究了Fe（0）作为Cr（II）的一种经济高效，环保的替代品，用于活化多卤化物对羰基进行烯化。在许多情况下，Fe（0）等于或优于Cr（II）。值得注意的是，事实证明，Fe（0）而不是Cr（II）与广泛的官能度兼容，尤其是与未保护的苯酚，芳基硝基，羧酸和烷基腈。使用两种金属均观察到醛相对于酮的立体选择性出乎意料的逆转。所得的α-卤代-α，β-不饱和或α，β-不饱和的羧酸，酯和腈是许多目标化合物中常见的结构元素，也是制备其他官能团的关键中间体。

  DOI：

  10.1021/jo061445u

文献信息

• Chemical defense of giant springtailTetrodontophora bielanensis (Waga) (Insecta: Collembola)
  作者：K. Dettner、A. Scheuerlein、P. Fabian、S. Schulz、W. Francke

  DOI：10.1007/bf02029954

  日期：1996.5

  The giant springtail, Tetrodontophora bielanensis (Waga), is characterized by integumental openings (pseudocells) from which small droplets of a sticky defensive fluid are secreted after molestation. The secretion originates initially from secretory cells below the pseudocellae; subsequent irritations result in release of hemolymph, which was identified by both chemical and microscopical methods as well as by scanning electron microscopy. Bioassays with topically treated ground beetles Nebria brevicollis showed that the pseudocellular quid evokes a total disorientation and cleansing behavior of the beetle. The main constituents were identified as the following pyrido-pyrazines: 2.3-dimethoxpyrido[2.3-b]pyrazine (1), 3-isopropyl-2-methoxy pyrido[2,3-b] pyrazine (2), and 2-methoxy-4H-pyrido[2,3-b]pyrazine-3-one (3). These alkaloids are mainly present in the pseudocellar quids of female and male springtails but are absent in their food or feces. Minor amounts are found in the hemolymph of adults, while larvae contain traces of 2 only. All compounds were synthesized and tested for activity. In natural concentrations, the synthetic alkaloids elicited the same effects from the ground beetles as the pseudocellar fluid.
• 9-Alpha-hydroxy-17-methylene steroids, process for their preparation and their use in the preparation of corticosteroids
  申请人：ROUSSEL-UCLAF

  公开号：EP0336521B1

  公开（公告）日：1992-04-01
• US5194602A
  申请人：——

  公开号：US5194602A

  公开（公告）日：1993-03-16
• [EN] 9-ALPHA-HYDROXY-17-METHYLENE STEROIDS, THEIR PREPARATION AND UTILIZATION
  申请人：GIST-BROCADES N.V.

  公开号：WO1989009781A1

  公开（公告）日：1989-10-19

  (EN) New 9$g(a)-hydroxy-17-methylene steroids are prepared by the introduction of a substituted 17-methylene group in 9$g(a)-hydroxyandrost-4-ene-3,17-dione. The resulting compounds are useful starting compounds in the synthesis of corticosteroids.(FR) De nouveaux stéroïdes de 9$g(a)-hydroxy-17-méthylène sont préparés par introduction d'un groupe 17-méthylène substitué dans du 9$g(a)-hydroxyandrost-4-ène-3,17-dione. Les composés qui en résultent constituent des composés de départ utiles dans la synthèse de corticostéroïdes.
• Fe(0)-Mediated Synthesis of Tri- and Tetra-Substituted Olefins from Carbonyls:  An Environmentally Friendly Alternative to Cr(II)
  作者：J. R. Falck、Romain Bejot、Deb K. Barma、Anish Bandyopadhyay、Suju Joseph、Charles Mioskowski

  DOI：10.1021/jo061445u

  日期：2006.10.1

  carbonyls by activated polyhalides. In many instances, Fe(0) was equivalent or superior to Cr(II). Notably, Fe(0), but not Cr(II), proved compatible with a wide range of functionality, inter alia, unprotected phenol, aryl nitro, carboxylic acid, and alkyl nitrile. A surprising reversal of stereoselectivity for aldehydes versus ketones was observed using both metals. The resultant α-halo-α,β-unsaturated or α

  研究了Fe（0）作为Cr（II）的一种经济高效，环保的替代品，用于活化多卤化物对羰基进行烯化。在许多情况下，Fe（0）等于或优于Cr（II）。值得注意的是，事实证明，Fe（0）而不是Cr（II）与广泛的官能度兼容，尤其是与未保护的苯酚，芳基硝基，羧酸和烷基腈。使用两种金属均观察到醛相对于酮的立体选择性出乎意料的逆转。所得的α-卤代-α，β-不饱和或α，β-不饱和的羧酸，酯和腈是许多目标化合物中常见的结构元素，也是制备其他官能团的关键中间体。