2-氰基丁酰氯 | 57244-09-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 中文名称: 2-氰基丁酰氯
• 英文名称: 2-Cyanobutanoyl chloride
• 英文别名: 2-cyanobutyryl chloride；Butanoyl chloride, 2-cyano-
• CAS: 57244-09-4
• 化学式: C₅H₆ClNO
• 分子量: 131.562
• InChiKey: RXHNYRHMNGAKEN-UHFFFAOYSA-N

物化性质

• 沸点：
  189.7±23.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氰基丁酰氯 在 silver cyanide 、 lithium diisopropyl amide 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 (2R)-(1S,2R,4R)-10-(Dicyclohexylsulfamoyl)isobornyl 2-benzyl-2-cyanobutanoate
  参考文献：
  名称：

  Asymmetric Synthesis of .beta.-Lactams. Highly Diastereoselective Alkylation of Chiral 2-Cyano Esters

  摘要：

  Enolates derived from 10-(dicyclohexylsulfamoyl)isobornyl 2-substituted-2-cyanoacetates were alkylated with very good yield and high diastereoselectivity. The reduction of the resulting reaction products and subsequent cyclization of the p-amino acids led to the corresponding beta-lactam in high yields. This result paves the way for the development of a versatile and efficient asymmetric synthesis of enantiomerically pure (R)- and (S)-C(3)-disubstituted beta-lactams.

  DOI：

  10.1021/jo00088a034
• 作为产物：
  描述：

  alpha-乙基氰基乙酸 在 五氯化磷 作用下， 生成 2-氰基丁酰氯
  参考文献：
  名称：

  Asymmetric Synthesis of .beta.-Lactams. Highly Diastereoselective Alkylation of Chiral 2-Cyano Esters

  摘要：

  Enolates derived from 10-(dicyclohexylsulfamoyl)isobornyl 2-substituted-2-cyanoacetates were alkylated with very good yield and high diastereoselectivity. The reduction of the resulting reaction products and subsequent cyclization of the p-amino acids led to the corresponding beta-lactam in high yields. This result paves the way for the development of a versatile and efficient asymmetric synthesis of enantiomerically pure (R)- and (S)-C(3)-disubstituted beta-lactams.

  DOI：

  10.1021/jo00088a034

文献信息

• 6-Aryl-4,5-dihydro-3(2H)-pyridazinones, and their use as
  申请人：BASF Aktiengesellschaft

  公开号：US04544562A1

  公开（公告）日：1985-10-01

  6-Aryl-4,5-dihydro-3(2H)-pyridazinones of the formula ##STR1## where R is hydrogen, R.sup.1 is hydrogen or C.sub.1 -C.sub.3 -alkyl, or R and R.sup.1 together are methylene, R.sup.2 and R.sup.3 are identical or different and are each hydrogen or C.sub.1 -C.sub.6 -alkyl, and A is hydroxyl, C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.7 -acyloxy, a C.sub.2 -C.sub.7 -carbamic acid ester group, C.sub.1 -C.sub.6 -alkylsulfonyloxy, C.sub.1 -C.sub.6 -alkylmercapto, carboxyl, C.sub.2 -C.sub.7 -alkoxycarbonyl or nitrile, and their preparation are described. The substances are suitable for treating disorders.

  6-芳基-4,5-二氢-3(2H)-吡啶并嗪酮的化学式如下：##STR1##其中R为氢，R.sup.1为氢或C.sub.1-C.sub.3-烷基，或者R和R.sup.1一起为亚甲基，R.sup.2和R.sup.3相同或不同，分别为氢或C.sub.1-C.sub.6-烷基，A为羟基，C.sub.1-C.sub.6-烷氧基，C.sub.2-C.sub.7-酰氧基，C.sub.2-C.sub.7-氨基甲酸酯基团，C.sub.1-C.sub.6-烷基磺酰氧基，C.sub.1-C.sub.6-烷基硫氧基，羧基，C.sub.2-C.sub.7-烷氧羰基或腈基。描述了这些物质的制备方法。这些物质适用于治疗疾病。
• Design of scytalone dehydratase inhibitors as rice blast fungicides: Derivatives of norephedrine
  作者：Gregory S. Basarab、Douglas B. Jordan、Troy C. Gehret、Rand S. Schwartz、Zdzislaw Wawrzak

  DOI：10.1016/s0960-894x(99)00247-4

  日期：1999.6

  Five X-ray crystal structures of scytalone dehydratase complexed with different inhibitors have delineated conformationally flexible regions of the binding pocket. This information was used for the design and synthesis of a norephedrine-derived cyanoacetamide class of inhibitors leading to potent fungicides.

  与不同抑制剂复合的大麦醇式脱水酶的五个X射线晶体结构已描绘了结合袋的构象柔性区。该信息用于设计和合成去甲肾上腺素衍生的氰基乙酰胺类抑制剂，从而产生有效的杀菌剂。
• WINTERS G.; DI MOLA N.; OPPICI E.; NATHANSOHN G., FARMACO. ED. SCI. <FRPS-AX>, 1975, 30, NO 8, 620-630
  作者：WINTERS G.、 DI MOLA N.、 OPPICI E.、 NATHANSOHN G.

  DOI：——

  日期：——
• US4544562A
  申请人：——

  公开号：US4544562A

  公开（公告）日：1985-10-01
• Asymmetric Synthesis of .beta.-Lactams. Highly Diastereoselective Alkylation of Chiral 2-Cyano Esters
  作者：Carlos Cativiela、Maria D. Diaz-de-Villegas、Jose A. Galvez

  DOI：10.1021/jo00088a034

  日期：1994.5

  Enolates derived from 10-(dicyclohexylsulfamoyl)isobornyl 2-substituted-2-cyanoacetates were alkylated with very good yield and high diastereoselectivity. The reduction of the resulting reaction products and subsequent cyclization of the p-amino acids led to the corresponding beta-lactam in high yields. This result paves the way for the development of a versatile and efficient asymmetric synthesis of enantiomerically pure (R)- and (S)-C(3)-disubstituted beta-lactams.