5-Ethoxy-2-nonyl-oxazole-4-carboxylic acid ethyl ester | 135673-01-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Ethoxy-2-nonyl-oxazole-4-carboxylic acid ethyl ester
• 英文别名: Ethyl 5-ethoxy-2-nonyl-1,3-oxazole-4-carboxylate
• CAS: 135673-01-7
• 化学式: C₁₇H₂₉NO₄
• 分子量: 311.422
• InChiKey: KEUVZHYYAJKZAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  22
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Ethoxy-2-nonyl-oxazole-4-carboxylic acid ethyl ester 、 2,3-二氯-5,6-二氰基-1,4-苯醌 以 乙腈 为溶剂， 30.0 ℃ 、850.0 MPa 条件下， 以20%的产率得到6,7-Dichloro-9,10-dicyano-2-nonyl-8-oxo-1-oxa-3-aza-spiro[4.5]deca-2,6,9-triene-4,4-dicarboxylic acid diethyl ester
  参考文献：
  名称：

  Regioselectivity in Formal [3+2] Cycloaddition Reaction of 5-Alkoxyoxazoles with Diethyl Oxomalonate and 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone

  摘要：

  Tin(IV) chloride-catalyzed formal [3 + 2] cycloaddition of 5-alkoxy-2-(p-methoxyphenyl)- or 2-phenyloxazoles with diethyl oxomalonate gave 4,5,5-tris(alkoxycarbonyl)-2-oxazolines in high regioselectivity. Under similar conditions, 4-substituted 5-alkoxy-2-methyloxazoles showed a trend to shift the regioselectivity in favor for 3-oxazolines rather than 2-oxazolines. Reaction of 5-alkoxy-4-ethoxycarbonyloxazoles with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone proceeded only under high pressure to give 2-oxazolines exclusively.

  DOI：

  10.3987/com-01-9277

文献信息

• Synthesis of 2,5-Dihydro-1,2,4-oxadiazoles through Formal [3 + 2] Cycloaddition of Oxazoles with Nitrosobenzene Derivatives
  作者：Hiroyuki Suga、Xiaolan Shi、Toshikazu Ibata

  DOI：10.1246/bcsj.71.1231

  日期：1998.5

  The reactions of substituted oxazoles with nitrosobenzene gave 2-phenyl-2,5-dihydro-1,2,4-oxadiazoles regioselectively through formal [3 + 2] cycloadditions proceeding via a ringopening of oxazoles by an attack of nitrosobenzene. The reactions with 1-chloro- and 1-methyl-4-nitrosobenzenes also produced the corresponding 2,5-dihydro-1,2,4-oxadiazoles regioselectivity.

  取代的恶唑与亚硝基苯的反应通过正式的 [3 + 2] 环加成反应区域选择性地得到 2-苯基-2,5-二氢-1,2,4-恶二唑，通过亚硝基苯的攻击使恶唑开环进行。与 1-氯-和 1-甲基-4-亚硝基苯的反应也产生了相应的 2,5-二氢-1,2,4-恶二唑区域选择性。
• Suga, Hiroyuki; Ibata, Toshikazu, Chemistry Letters, 1991, p. 1221 - 1224
  作者：Suga, Hiroyuki、Ibata, Toshikazu

  DOI：——

  日期：——