methyl (E)-pent-3-enimidate | 252025-78-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: methyl (E)-pent-3-enimidate
• 英文别名: 3-pentenimidic acid methyl ester
• CAS: 252025-78-8
• 化学式: C₆H₁₁NO
• 分子量: 113.159
• InChiKey: PGWDVNPBWDBEND-PKKPSLABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 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：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (E)-pent-3-enimidate 在 sodium hydroxide 、 三氯氧磷 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 5.0h， 生成 (E)-2-(but-1-en-1-yl)-5-chloroimidazole-4-carbaldehyde
  参考文献：
  名称：

  Novel Syntheses of 2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde:  A Key Intermediate for the Synthesis of the Angiotensin II Antagonist Losartan

  摘要：

  Reaction of glycine methyl ester (19) with imidate 18 under carefully optimized conditions allowed preparation of the rather unstable imidazolinone 11 in ca. 90% yield. Reaction of 11 with POCl3/DMF followed by aqueous workup gave aldehyde 2, a key intermediate for the synthesis of the angiotensin II antagonist Losartan, in ca. 55% yield. Structural identification of intermediates and byproducts formed during both the reaction to prepare 11 and the reaction of 11 with POCl3/DMF allowed development of several closely related syntheses of aldehyde 2.

  DOI：

  10.1021/jo9824910
• 作为产物：
  描述：

  甲醇 、 3-戊烯腈 在 盐酸 作用下， 以 二丁醚 为溶剂， 反应 4.0h， 生成 methyl (E)-pent-3-enimidate
  参考文献：
  名称：

  Novel Syntheses of 2-Butyl-5-chloro-3H-imidazole-4-carbaldehyde:  A Key Intermediate for the Synthesis of the Angiotensin II Antagonist Losartan

  摘要：

  Reaction of glycine methyl ester (19) with imidate 18 under carefully optimized conditions allowed preparation of the rather unstable imidazolinone 11 in ca. 90% yield. Reaction of 11 with POCl3/DMF followed by aqueous workup gave aldehyde 2, a key intermediate for the synthesis of the angiotensin II antagonist Losartan, in ca. 55% yield. Structural identification of intermediates and byproducts formed during both the reaction to prepare 11 and the reaction of 11 with POCl3/DMF allowed development of several closely related syntheses of aldehyde 2.

  DOI：

  10.1021/jo9824910

文献信息

• Process for the production of 2-substituted
  申请人：Lonza Ltd.

  公开号：US05442075A1

  公开（公告）日：1995-08-15

  A process for the production of 2-substituted 5-chlorimidazole-4-carbaldehydes of the general formula: ##STR1## wherein R is hydrogen, an alkyl group, and alkenyl group, a cycloalkyl group, a benzyl group, a phenyl group or an aryl group. These compounds form important intermediate products for the production of antihypertensive pharmaceutical agents or herbicidal compounds.

  一种生产一般式为：##STR1##的2-取代-5-氯咪唑-4-甲醛的方法，其中R为氢、烷基、烯基、环烷基、苄基、苯基或芳基。这些化合物是生产降压药物或除草剂化合物的重要中间体产品。
• Verfahren zur Herstellung von gegebenenfalls 2-substituierten 5-Chlorimidazol-4-carbaldehyden
  申请人：LONZA AG

  公开号：EP0614889A1

  公开（公告）日：1994-09-14

  Es wird ein neues Verfahren zur Herstellung von gegebenenfalls 2-substituierten 5-Chlorimidazol-4-carbaldehyden der allgemeinen Formel beschrieben. Diese Verbindungen bilden wertvolle Zwischenprodukte zur Herstellung von blutdrucksenkenden Pharmazeutika oder von herbizidwirksamen Verbindungen.

  一种制备通式为 2-取代的 5-氯咪唑-4-甲醛的新工艺 的新工艺。 这些化合物是生产抗高血压药物或除草化合物的重要中间体。
• US5442075A
  申请人：——

  公开号：US5442075A

  公开（公告）日：1995-08-15
• Novel Syntheses of 2-Butyl-5-chloro-3<i>H</i>-imidazole-4-carbaldehyde:  A Key Intermediate for the Synthesis of the Angiotensin II Antagonist Losartan
  作者：Gareth J. Griffiths、Michael B. Hauck、René Imwinkelried、Jörg Kohr、Conrad A. Roten、Gerhard C. Stucky、Jacques Gosteli

  DOI：10.1021/jo9824910

  日期：1999.10.1

  Reaction of glycine methyl ester (19) with imidate 18 under carefully optimized conditions allowed preparation of the rather unstable imidazolinone 11 in ca. 90% yield. Reaction of 11 with POCl3/DMF followed by aqueous workup gave aldehyde 2, a key intermediate for the synthesis of the angiotensin II antagonist Losartan, in ca. 55% yield. Structural identification of intermediates and byproducts formed during both the reaction to prepare 11 and the reaction of 11 with POCl3/DMF allowed development of several closely related syntheses of aldehyde 2.