2-cyano-4-oxopentanonitrile | 121624-58-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-cyano-4-oxopentanonitrile
• 英文别名: 2-(2-Oxopropyl)propanedinitrile
• CAS: 121624-58-6
• 化学式: C₆H₆N₂O
• mdl: MFCD06214992
• 分子量: 122.126
• InChiKey: GYPFNCVSSGJUGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-cyano-4-oxopentanonitrile 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 以85%的产率得到5-氨基-2-甲基-2,3-二氢呋喃-4-甲腈
  参考文献：
  名称：

  Nasakin; Sheverdov; Moiseeva, Russian Journal of General Chemistry, 1999, vol. 69, # 2, p. 291 - 300

  摘要：

  DOI：
• 作为产物：
  描述：

  丙二腈 、 一氯丙酮 生成 2-cyano-4-oxopentanonitrile
  参考文献：
  名称：

  HOGAN, IAIN;JENKINS, PAUL D.;SAINSBURY, MALCOLM, TETRAHEDRON., 46,(1990) N, C. 2943-2964

  摘要：

  DOI：

文献信息

• PROCESS FOR PRODUCING PYRROLE COMPOUND
  申请人：Ikemoto Tomomi

  公开号：US20110306769A1

  公开（公告）日：2011-12-15

  The present invention provides a production method of a sulfonylpyrrole compound useful as a pharmaceutical product, a production method of an intermediate used for the method, and a novel intermediate. The present invention relates to a method of producing sulfonylpyrrole compound (VIII), which includes reducing compound (III) and hydrolyzing the reduced product to give compound (IV), subjecting compound (IV) to a sulfonylation reaction to give compound (VI), and subjecting compound (VI) to an amination reaction.

  本发明提供了一种作为药物产品有用的磺酰吡咯化合物的生产方法，一种用于该方法的中间体的生产方法，以及一种新的中间体。本发明涉及一种生产磺酰吡咯化合物（VIII）的方法，包括还原化合物（III）并水解还原产物以得到化合物（IV），将化合物（IV）经过磺酰化反应得到化合物（VI），并将化合物（VI）经过胺化反应。
• An efficient synthesis of 3-acylcarbazoles and observations on the further elaboration of these compounds to 6h-pyridocarbazoles
  作者：Iain Hogan、Paul Jenkins、Malcolm Sainsbury

  DOI：10.1016/s0040-4039(00)82385-0

  日期：1988.1

  A new procedure for the synthesis of 3-acylcarbazoles useful for the construction of 6H-pyrido[4,3-b]carbazoles is described starting from readily available gramines, or indoles. This methodology is exemplified by a synthesis of the anticancer alkaloid olivacine. Some discrepancies are noted between our results and those of other authors.

  描述了一种用于合成6H-吡啶并[4,3-b]咔唑的3-酰基咔唑的合成新方法，该方法从容易获得的禾胺或吲哚开始。该方法以抗癌生物碱寡糖的合成为例。我们的结果与其他作者的结果之间存在一些差异。
• Intermediates useful for the synthesis of 1-arylpyrrole pesticides
  申请人：Rhone-Poulenc Inc.

  公开号：US06271392B1

  公开（公告）日：2001-08-07

  The present invention pertains to novel 3-substituted-4-thiopyrrole intermediates for the preparation of 1-arylpyrrole compounds that are useful for the control of insects, acarids and nematodes. The compounds, including their isomers, e.g., diastereomers and optical isomers, are compounds of a general formula (I) wherein the structural variables are as defined in the description.

  本发明涉及一种新型的3-取代-4-硫代吡咯中间体，用于制备1-芳基吡咯类化合物，这些化合物对昆虫、螨虫和线虫的控制有用。这些化合物，包括它们的异构体，例如对映异构体和光学异构体，是一般式(I)的化合物，其中结构变量如描述中所定义。
• Process for the preparation of pesticidal 1-(haloaryl) heterocyclic
  申请人：Rhone-Poulenc Inc.

  公开号：US05631381A1

  公开（公告）日：1997-05-20

  Process for preparing complex pesticidal 1-(haloaryl)heterocyclic compounds by reacting 1-(nitroaryl)heterocycles with metallic halide salts.

  通过将1-(硝基芳基)杂环化合物与金属卤化物盐反应，制备复杂的杀虫剂1-(卤代芳基)杂环化合物的过程。
• Rapid assembly of complex cyclopentanes employing chiral, α,β-unsaturated acylammonium intermediates
  作者：Gang Liu、Morgan E. Shirley、Khoi N. Van、Rae Lynn McFarlin、Daniel Romo

  DOI：10.1038/nchem.1788

  日期：2013.12

  With the intention of improving synthetic efficiency, organic chemists have turned to bioinspired organocascade or domino processes that generate multiple bonds and stereocentres in a single operation. However, despite the great importance of substituted cyclopentanes, given their prevalence in complex natural products and pharmaceutical agents, the rapid, enantioselective assembly of these carbocycles lags behind cyclohexanes. Here, we describe a Michael–aldol-β-lactonization organocascade process for the synthesis of complex cyclopentanes utilizing chiral α,β-unsaturated acylammonium intermediates, readily generated by activation of commodity unsaturated acid chlorides with chiral isothiourea catalysts. This efficient methodology enables the construction of two C–C bonds, one C–O bond, two rings and up to three contiguous stereogenic centres delivering complex cyclopentanes with high levels of relative and absolute stereocontrol. Our results suggest that α,β-unsaturated acylammonium intermediates have broad utility for the design of organocascade and multicomponent processes, with the latter demonstrated by a Michael–Michael–aldol-β-lactonization. Despite their appearance in a number of bioactive natural products, the synthesis of 5-membered carbocycles has received much less attention than synthesis of their 6-membered counterparts. Here, a Michael-aldol-β-lactonization cascade is used to forge two C-C bonds, one C-O bond, two rings and up to three contiguous stereocentres and deliver complex cyclopentanes with high levels of relative and absolute stereocontrol.

  为了提高合成效率，有机化学家转而采用生物启发的有机级联或多米诺过程，在一次操作中生成多个键和立体中心。然而，尽管取代的环戊烷在复杂的天然产品和药物制剂中非常普遍，具有重要意义，但这些碳环的快速对映选择性组装却落后于环己烷。在这里，我们介绍了利用手性δ,δ²-不饱和酰基铵中间体合成复杂环戊烷的迈克尔-醛-δ-内酯化有机级联工艺，这种中间体可通过手性异硫脲催化剂活化商品不饱和酸氯化物而生成。这种高效的方法可以构建两个 CâC 键、一个 CâO 键、两个环和多达三个连续的立体中心，从而提供具有高度相对和绝对立体控制能力的复杂环戊烷。我们的研究结果表明，δ,δ-不饱和酰基铵中间体在设计有机级联和多组分过程中具有广泛的用途，后者通过迈克尔-迈克尔醛-δ-内酯化过程得到了证明。尽管五元碳环出现在许多具有生物活性的天然产物中，但其合成所受到的关注却远远低于六元碳环的合成。在这里，我们利用迈克尔-醛-δ-内酯化级联法生成了两个 C-C 键、一个 C-O 键、两个环和多达三个连续的立体中心，并提供了具有高水平相对和绝对立体控制的复杂环戊烷。