1-Oxaspiro<5.5>undec-3-ene-2,5-dione | 95970-49-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 1-Oxaspiro<5.5>undec-3-ene-2,5-dione
• 英文别名: 2,2-pentamethylene-2H-pyran-3,6-dione；1-Oxaspiro[5.5]undec-3-ene-2,5-dione
• CAS: 95970-49-3
• 化学式: C₁₀H₁₂O₃
• 分子量: 180.203
• InChiKey: NXCYPRJURIKLQP-UHFFFAOYSA-N

物化性质

• 熔点：
  82-84 °C(Solv: chloroform (67-66-3))
• 沸点：
  364.8±31.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Oxaspiro<5.5>undec-3-ene-2,5-dione 在 sodium azide 、 sodium acetate 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 以94%的产率得到3-amino-1-oxaspiro[5.5]undec-3-ene-2,5-dione
  参考文献：
  名称：

  1,4-Reductive Addition of Hydrazoic Acid to γ-Oxo-α,β-unsaturated δ-Lactones and -Lactams: A Convenient Route to α-Amino-γ-oxo-α,β-unsaturated δ-Lactones and -Lactams

  摘要：

  gamma-Oxo-alpha,beta-unsaturated delta-lactones and lactams, which are easily accessible from their corresponding 2-furylcarbinols, were used as substrates for the 1,4-reductive addition of hydrazoic acid. The outcome of the reaction is the formation, in high yields, of the corresponding alpha-amino-gamma-oxo-alpha,beta-unsaturated delta-lactones and -lactams, compounds of great biological and synthetic interest.

  DOI：

  10.1002/(sici)1099-0690(199906)1999:6<1449::aid-ejoc1449>3.0.co;2-9
• 作为产物：
  描述：

  2-羟基-1-氧杂螺[5.5]十一碳-3-烯-5-酮 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 0.33h， 以98%的产率得到1-Oxaspiro<5.5>undec-3-ene-2,5-dione
  参考文献：
  名称：

  A Convenient Synthesis of 1-Oxaspiro[5.5]undecane Derivatives

  摘要：

  2-Hydroxy-1-oxaspiro[5.5]undec-3-en-5-one 由 1-(2-呋喃基)环己-1-醇衍生而来，可用于方便地合成多种 1-oxaspiro[5.5]undecane 衍生物。

  DOI：

  10.1055/s-1991-26608

文献信息

• A new synthesis of 5-methylene-2(5H)-furanone derivatives
  作者：Roberto Antonioletti、Maurizio D'Auria、Antonella De Mico、Giovanni Piancatelli、Arrigo Scettri

  DOI：10.1016/s0040-4020(01)88810-4

  日期：1984.1

  5-methylene-2(5H)-furanone derivatives are easily obtained by treatment of tertiary 2-furylcarbinols with pyridinium dichromate in dimethylformamide solution. Through this procedure, a natural product, the thiophene lactone isolated from Chamaemelum Nobile L., has been synthesized.

  通过在二甲基甲酰胺溶液中用重铬酸吡啶鎓处理叔2-呋喃基甲醇，可以轻松获得5-亚甲基-2（5H）-呋喃酮衍生物。通过该步骤，已经合成了从Chamaemelum Nobile L.分离的噻吩内酯的天然产物。
• ANTONIOLETTI, R.;DAURIA, M.;DE, MICO, A.;PIANCATELLI, G.;SCETTRI, A., TETRAHEDRON, 1984, 40, N 19, 3805-3808
  作者：ANTONIOLETTI, R.、DAURIA, M.、DE, MICO, A.、PIANCATELLI, G.、SCETTRI, A.

  DOI：——

  日期：——
• 1,4-Reductive Addition of Hydrazoic Acid to γ-Oxo-α,β-unsaturated δ-Lactones and -Lactams: A Convenient Route to α-Amino-γ-oxo-α,β-unsaturated δ-Lactones and -Lactams
  作者：Sofia D. Koulocheri、Serkos A. Haroutounian、Costas D. Apostolopoulos、Raj K. Chada、Elias A. Couladouros

  DOI：10.1002/(sici)1099-0690(199906)1999:6<1449::aid-ejoc1449>3.0.co;2-9

  日期：1999.6

  gamma-Oxo-alpha,beta-unsaturated delta-lactones and lactams, which are easily accessible from their corresponding 2-furylcarbinols, were used as substrates for the 1,4-reductive addition of hydrazoic acid. The outcome of the reaction is the formation, in high yields, of the corresponding alpha-amino-gamma-oxo-alpha,beta-unsaturated delta-lactones and -lactams, compounds of great biological and synthetic interest.
• A Convenient Synthesis of 1-Oxaspiro[5.5]undecane Derivatives
  作者：Minas P. Georgiadis、Anastasios Tsekouras、Stamatia I. Kotretsou、Serkos A. Haroutounian、Moschos G. Polissiou

  DOI：10.1055/s-1991-26608

  日期：——

  2-Hydroxy-1-oxaspiro[5.5]undec-3-en-5-one, which is derived from 1-(2-furyl)cyclohexan-1-ol, is used in a convenient synthesis of several 1-oxaspiro[5.5]undecane derivatives.

  2-Hydroxy-1-oxaspiro[5.5]undec-3-en-5-one 由 1-(2-呋喃基)环己-1-醇衍生而来，可用于方便地合成多种 1-oxaspiro[5.5]undecane 衍生物。