3-oxopentan-1,5-dinitrile | 66619-32-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-oxopentan-1,5-dinitrile
• 英文别名: 1,5-Dicyanopentan-3-one；Bis-(2-cyan-ethyl)-keton；4-Oxoheptanedinitrile
• CAS: 66619-32-7
• 化学式: C₇H₈N₂O
• 分子量: 136.153
• InChiKey: RFFXUIKJDDUCGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-[(E)-tert-Butyldiazenyl]heptanedinitrile 在 水 、 草酸 、 三氟乙酸 作用下， 生成 3-oxopentan-1,5-dinitrile
  参考文献：
  名称：

  Applications of the thermal ene reaction of aldehyde -butyl- and phenyl- hydrazones

  摘要：

  DOI：

  10.1016/s0040-4020(01)87649-3

文献信息

• Carbonylative coupling of organozinc reagents in the presence and absence of aryl iodides: synthesis of unsymmetrical and symmetrical ketones
  作者：Richard F. W. Jackson、Debra Turner、Michael H. Block

  DOI：10.1039/a606394b

  日期：——

  The utility of the palladium(0) catalysed reaction of the iodoalanine-derived organozinc reagent 6a with functionalised aryl iodides, under a carbon monoxide atmosphere, to give protected 4-aryl-4-oxo α-amino acids 8, is illustrated by a short synthesis of L-kynurenine 4. Treatment of functionalised organozinc reagents with catalytic tetrakis(triphenylphosphine)palladium(0) under an atmosphere of carbon monoxide in the absence of any electrophile leads to the formation of symmetrical functionalised ketones 9 in good yields. This reaction is illustrated by a one-step synthesis of protected (2S,6S)-4-oxo-2,6-diaminopimelic acid 9a from commercially available compounds. It has been established that adventitious molecular oxygen plays a key role in the formation of the symmetrical ketones 9, and that rigorous exclusion of oxygen can result in substantially higher yields of ketones 8 in the cross-coupling with some aromatic iodides.

  钯(0)催化的碘丙氨酸衍生的有机锌试剂6a与功能化芳基碘在CO气氛下的反应，可得到保护的4-芳基-4-氧代α-氨基酸8，其应用由L-犬尿氨酸4的简短合成说明。在无任何亲电试剂的情况下，功能化有机锌试剂在碳 monoxide 气氛下与催化剂四(三苯基膦)钯(0)反应，能以良好产率形成对称的功能化酮9。此反应由从市售化合物一步合成保护的(2S,6S)-4-氧代-2,6-二氨基庚二酸9a说明。已确定偶然的分子氧在形成对称酮9中起关键作用，且严格排除氧气可导致在与某些芳香碘的交叉耦合中酮8的产量显著提高。
• Urea-linked immunogens, antibodies, and preparative method
  申请人：MILES LABORATORIES, INC.

  公开号：EP0123114A1

  公开（公告）日：1984-10-31

  Immunogen conjugates comprising amino-functionalized haptens coupled through a carbonyl bridge to amino groups in immunogenic proteins and polypeptides. The resulting simple urea linkage in the conjugate is hydrophilic and contributes essentially no haptenic determinants. The immunogen is characterized by a high epitopic density. The method involves reaction of the hapten with a carbonyl diimidazole followed by addition of the protein or polypeptide carrier. Protein crosslinking problems common to prior art coupling methods are avoided.

  免疫原轭合物包括通过羰基桥与免疫原蛋白和多肽中的氨基偶联的氨基官能化触酶。共轭物中的简单脲基连接具有亲水性，基本上不产生合酶决定簇。免疫原的特点是表位密度高。该方法涉及合酶与羰基二咪唑反应，然后加入蛋白质或多肽载体。避免了现有技术偶联方法中常见的蛋白质交联问题。
• US4486344A
  申请人：——

  公开号：US4486344A

  公开（公告）日：1984-12-04
• Applications of the thermal ene reaction of aldehyde -butyl- and phenyl- hydrazones
  作者：Jack E. Baldwin、Robert M. Adlington、Ashok U. Jain、Jayant N. Kolhe、Matthew W.D. Perry

  DOI：10.1016/s0040-4020(01)87649-3

  日期：1986.1