(E)-5-Amino-pent-2-enoic acid ethyl ester | 221100-31-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-5-Amino-pent-2-enoic acid ethyl ester
• 英文别名: ethyl (2E)-5-aminopent-2-enoate；ethyl (E)-5-aminopent-2-enoate
• CAS: 221100-31-8
• 化学式: C₇H₁₃NO₂
• 分子量: 143.186
• InChiKey: LMFZHCSVYGPLAG-HWKANZROSA-N

物化性质

• 沸点：
  208.1±33.0 °C(Predicted)
• 密度：
  0.988±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-5-Amino-pent-2-enoic acid ethyl ester 在 magnesium sulfate 、 N,N-二乙基苯胺 作用下， 以 乙醚 、 苯 为溶剂， 生成 (E)-5-{(2,2-Bis-phenylsulfanyl-vinyl)-[2-(2-iodo-4,5-dimethoxy-phenyl)-acetyl]-amino}-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  Stereoselective radical cascade approach to benzo[a]quinolizidines

  摘要：

  The treatment of enamide 15, having an (E)-4-ethoxycarbonyl-3-butenyl group on the nitrogen atom. with Bu3SnH-AIBN in boiling benzene, afforded a 1.2:1 mixture of two benzo[a] quinolizidine stereoisomers 16 and 17 as a result of cascade radical cyclization. A similar treatment of the (2)-4-ethoxycarbonyl-3-butenyl congener 19 gave 16 and 17 in a ratio of 3.4:1. The high stereoselectivity (16:17 = 37:1) from 19 was obtained using Et3B as the initiator at -78 degrees C in toluene. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02550-7
• 作为产物：
  描述：

  ethyl 5-[N-(tert-butoxycarbonyl)amino]-2-pentenoate 在 三氟乙酸 作用下， 生成 (E)-5-Amino-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  Stereoselective radical cascade approach to benzo[a]quinolizidines

  摘要：

  The treatment of enamide 15, having an (E)-4-ethoxycarbonyl-3-butenyl group on the nitrogen atom. with Bu3SnH-AIBN in boiling benzene, afforded a 1.2:1 mixture of two benzo[a] quinolizidine stereoisomers 16 and 17 as a result of cascade radical cyclization. A similar treatment of the (2)-4-ethoxycarbonyl-3-butenyl congener 19 gave 16 and 17 in a ratio of 3.4:1. The high stereoselectivity (16:17 = 37:1) from 19 was obtained using Et3B as the initiator at -78 degrees C in toluene. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02550-7

文献信息

• Acrylonitrile Derivatives from Epoxide and Carbon Monoxide Reagents
  申请人：Novomer, Inc.

  公开号：US20190002400A1

  公开（公告）日：2019-01-03

  The present invention is directed to reactor systems and processes for producing acrylonitrile and acrylonitrile derivatives. In preferred embodiments of the present invention, the processes comprise the following steps: introducing an epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet; contacting the epoxide reagent and carbon monoxide reagent with a carbonylation catalyst to produce a beta-lactone intermediate; polymerizing the beta-lactone intermediate with an initiator in the presence of a metal cation to produce a polylactone product; heating the polylactone product under thermolysis conditions to produce an organic acid product; optionally esterifying the organic acid product to produce one or more ester products; and reacting the organic acid product and/or ester product with an ammonia reagent under ammoxidation conditions to produce an acrylonitrile product.

  本发明涉及反应器系统和生产丙烯腈及丙烯腈衍生物的工艺。在本发明的优选实施例中，该工艺包括以下步骤：将环氧试剂和一氧化碳试剂通过至少一个进料流入口引入至至少一个反应釜中；将环氧试剂和一氧化碳试剂与羰基化催化剂接触以产生β-内酯中间体；在金属阳离子存在下，将β-内酯中间体与引发剂聚合以产生聚内酯产品；在热解条件下加热聚内酯产品以产生有机酸产品；可选择酯化有机酸产品以产生一个或多个酯产品；并将有机酸产品和/或酯产品与氨试剂在氨氧化条件下反应以产生丙烯腈产品。
• Acrylonitrile derivatives from epoxide and carbon monoxide reagents
  申请人：Novomer, Inc.

  公开号：US10676426B2

  公开（公告）日：2020-06-09

  The present invention is directed to reactor systems and processes for producing acrylonitrile and acrylonitrile derivatives. In preferred embodiments of the present invention, the processes comprise the following steps: introducing an epoxide reagent and carbon monoxide reagent to at least one reaction vessel through at least one feed stream inlet; contacting the epoxide reagent and carbon monoxide reagent with a carbonylation catalyst to produce a beta-lactone intermediate; polymerizing the beta-lactone intermediate with an initiator in the presence of a metal cation to produce a polylactone product; heating the polylactone product under thermolysis conditions to produce an organic acid product; optionally esterifying the organic acid product to produce one or more ester products; and reacting the organic acid product and/or ester product with an ammonia reagent under ammoxidation conditions to produce an acrylonitrile product.

  本发明涉及生产丙烯腈和丙烯腈衍生物的反应器系统和工艺。在本发明的优选实施方案中，工艺包括以下步骤：通过至少一个进料流入口，将环氧试剂和一氧化碳试剂引入至少一个反应容器； 将环氧试剂和一氧化碳试剂与羰基化催化剂接触，生成β-内酯中间体； 在金属阳离子存在下，将β-内酯中间体与引发剂聚合，生成聚内酯产物；在热分解条件下加热聚内酯产品，生成有机酸产品；可选择将有机酸产品酯化，生成一种或多种酯产品；有机酸产品和/或酯产品在氨氧化条件下与氨试剂反应，生成丙烯腈产品。
• Stereoselective radical cascade approach to benzo[a]quinolizidines
  作者：Hiroyuki Ishibashi、Masatake Inomata、Masashi Ohba、Masazumi Ikeda

  DOI：10.1016/s0040-4039(98)02550-7

  日期：1999.2

  The treatment of enamide 15, having an (E)-4-ethoxycarbonyl-3-butenyl group on the nitrogen atom. with Bu3SnH-AIBN in boiling benzene, afforded a 1.2:1 mixture of two benzo[a] quinolizidine stereoisomers 16 and 17 as a result of cascade radical cyclization. A similar treatment of the (2)-4-ethoxycarbonyl-3-butenyl congener 19 gave 16 and 17 in a ratio of 3.4:1. The high stereoselectivity (16:17 = 37:1) from 19 was obtained using Et3B as the initiator at -78 degrees C in toluene. (C) 1999 Elsevier Science Ltd. All rights reserved.