methyl β-diazopropionate | 14213-56-0

• 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
• 英文名称: methyl β-diazopropionate
• 英文别名: ω-Diazo-propionsaeure-methylester；β-Diazopropionsaeure-methylester；3-Diazo-propionsaeure-methylester；w-Diazo-propionsaeuremethylester；Methyl 3-diazopropanoate
• CAS: 14213-56-0
• 化学式: C₄H₆N₂O₂
• 分子量: 114.104
• InChiKey: CDYVTGHMZPWEJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl β-diazopropionate 在 氢溴酸 作用下， 以 乙醚 为溶剂， 生成 3-溴丙酸甲酯
  参考文献：
  名称：

  Hauptmann,S.; Hirschberg,K., Journal fur praktische Chemie (Leipzig 1954), 1966, vol. 34, p. 262 - 271

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(N-Nitroso-methoxycarbonylamino)-propionsaeure-methylester 在 potassium hydroxide 作用下， 以 乙醚 为溶剂， 以40%的产率得到methyl β-diazopropionate
  参考文献：
  名称：

  A concise synthesis of Ni-didecarboxysirohydrochlorin hexamethylester—a model compound for key intermediates in heme d1 and heme biosynthesis

  摘要：

  An efficient synthesis of Ni-didecarboxysirohydrochlorin hexamethylester rac-13 was achieved by Barton olefination starting from a readily available dioxo-isobacteriochlorin rac-9. The synthetic route should open a general facile access to this type of naturally occurring hydroporphyrins. Isobacteriochlorins 3-6 are key intermediates in heme d(1) and heme biosynthesis of sulfate reducing and denitrifying bacteria as well as in archaebacteria. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.10.110

文献信息

• Cobalt(III)-Catalyzed Directed CH Coupling with Diazo Compounds: Straightforward Access towards Extended π-Systems
  作者：Dongbing Zhao、Ju Hyun Kim、Linda Stegemann、Cristian A. Strassert、Frank Glorius

  DOI：10.1002/anie.201411994

  日期：2015.4.7

  The first highly efficient and scalable cobalt‐catalyzed directed CH functionalization with carbene precursors is presented. This methodology provides a modular route towards a new class of conjugated polycyclic hydrocarbons with tunable emission wavelengths both in solution and in the solid state.

  介绍了卡宾前体的第一个高效且可扩展的钴催化的定向CH功能化。该方法学提供了通往一类新型的共轭多环烃的模块化途径，该共轭多环烃在溶液和固态下均具有可调的发射波长。
• Inhibition of human leukocyte elastase. 2. Inhibition by substituted cephalosporin esters and amides
  作者：Paul E. Finke、Bonnie M. Ashe、Wilson B. Knight、Alan L. Maycock、Manuel A. Navia、Shrenik K. Shah、Kevan R. Thompson、Dennis J. Underwood、Hazel Weston

  DOI：10.1021/jm00171a029

  日期：1990.9

  A variety of 7 alpha-methoxycephalosporin ester and amide sulfones were prepared and tested to determine the structure-activity relations for inhibition of human leukocyte elastase (HLE), a serine protease which has been implicated in several degenerative lung and tissue diseases. The most potent IC50 values were obtained with neutral, lipophilic derivatives, with the esters being more active than the amides. However, the best time-dependent inhibition in this series was observed with the p- and m-carboxybenzyl esters 7b and 7c. These results are discussed in terms of the proposed mechanism of inhibition as well as a molecular modeling study using the recently solved X-ray crystal structure of HLE.
• Hauptmann,S.; Hirschberg,K., Journal fur praktische Chemie (Leipzig 1954), 1966, vol. 34, p. 272 - 282
  作者：Hauptmann,S.、Hirschberg,K.

  DOI：——

  日期：——
• Maerkl, Gottfried; Beckh, Hans J.; Mayer, Klaus K., Angewandte Chemie, 1987, vol. 99, # 3, p. 255 - 257
  作者：Maerkl, Gottfried、Beckh, Hans J.、Mayer, Klaus K.、Ziegler, Manfred L.、Zahn, Thomas

  DOI：——

  日期：——
• Hauptmann,S.; Hirschberg,K., Journal fur praktische Chemie (Leipzig 1954), 1966, vol. 34, p. 55 - 63
  作者：Hauptmann,S.、Hirschberg,K.

  DOI：——

  日期：——