1,4-diacetoxy-1,3-butadiene | 3817-40-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,4-diacetoxy-1,3-butadiene
• 英文别名: 4-Acetyloxybuta-1,3-dienyl acetate
• CAS: 3817-40-1
• 化学式: C₈H₁₀O₄
• 分子量: 170.165
• InChiKey: XBRCQTOOSIDDOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2915390090

反应信息

• 作为反应物：
  描述：

  1,4-diacetoxy-1,3-butadiene 、 [(1R)-10-(N,N-diethylsulfamoyl)isobornyl]-2H-azirine 以 甲苯 为溶剂， 反应 120.0h， 以51%的产率得到
  参考文献：
  名称：

  Diastereoselective Diels–Alder cycloaddition of [(1R)-10-(N,N-diethylsulfamoyl)isobornyl] 2H-azirine to nucleophilic 1,4-disubstituted 1,3-dienes

  摘要：

  Chiral [(IR)-10-(N,N-diethylsulfamoyl)isobornyl] 2H-azirine 1 [Timen, A.S.: Somfai, P.J. Org. Chem. 2003, 9958-9963; Timen, A. S.; Fisher, A.; Somfai, P. Chem. Commun. 2003, 1150-1151]. was combined to a number of 1,4-disubstituted-2-aza-1,3-dienes 2a-g (Alves, M. J.; Duraes, M. M.; Gil Fortes, A. Tetrahedron 2004, 6541-6553] to give cycloadducts 8a-g as major isomers. High to good diastereofacial differentiation of the two faces of the azirine is observed when R-1,R-2 = At 2a-e; diastereoselectivity drops drastically when R-1 = Me or H 2f,g. Cycloaddition of the azirine 1 to E,E-1,4-diacetoxy-1,3-butadiene shows complete diastereoselectivity giving cycloadduct 11a. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.035

文献信息

• [EN] ALPHA, OMEGA-DICARBOXIMIDE DERIVATIVES AS USEFUL URO-SELECTIVE Alpha1Alpha ADRENOCEPTOR BLOCKERS<br/>[FR] DERIVES D'ALPHA, OMEGA-DICARBOXIMIDE UTILES EN TANT QU'INHIBITEURS UROSELECTIFS DE L'ADRENO-RECEPTEUR <1?
  申请人：RANBAXY LAB LTD

  公开号：WO2003084928A1

  公开（公告）日：2003-10-16

  Novel α,ω-dicarboximide derivatives which selectively inhibit binding to the α-1A adrenergic receptor, a receptor which has been shown to be important in the treatment of benign prostatic hyperplasia. The compounds of the present invention are potentially useful in the treatment of benign prostatic hyperplasia.

  新型α, ω-二羧酰亚胺衍生物，可选择性地抑制与α-1A肾上腺素受体的结合，该受体已被证明在良性前列腺增生的治疗中很重要。本发明的化合物有望用于治疗良性前列腺增生。
• Diastereoselective Diels–Alder cycloaddition of [(1R)-10-(N,N-diethylsulfamoyl)isobornyl] 2H-azirine to nucleophilic 1,4-disubstituted 1,3-dienes
  作者：Maria J. Alves、Cátia Costa、Mário M. Durães

  DOI：10.1016/j.tetasy.2009.05.035

  日期：2009.7

  Chiral [(IR)-10-(N,N-diethylsulfamoyl)isobornyl] 2H-azirine 1 [Timen, A.S.: Somfai, P.J. Org. Chem. 2003, 9958-9963; Timen, A. S.; Fisher, A.; Somfai, P. Chem. Commun. 2003, 1150-1151]. was combined to a number of 1,4-disubstituted-2-aza-1,3-dienes 2a-g (Alves, M. J.; Duraes, M. M.; Gil Fortes, A. Tetrahedron 2004, 6541-6553] to give cycloadducts 8a-g as major isomers. High to good diastereofacial differentiation of the two faces of the azirine is observed when R-1,R-2 = At 2a-e; diastereoselectivity drops drastically when R-1 = Me or H 2f,g. Cycloaddition of the azirine 1 to E,E-1,4-diacetoxy-1,3-butadiene shows complete diastereoselectivity giving cycloadduct 11a. (C) 2009 Elsevier Ltd. All rights reserved.