3,3-dimethyl-4,4-(ethylenedioxy)-1-butanal | 99897-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧戊环
• 英文名称: 3,3-dimethyl-4,4-(ethylenedioxy)-1-butanal
• 英文别名: 3-(1,3-Dioxolan-2-yl)-3-methylbutanal
• CAS: 99897-03-7
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: UVLCKFFGWQYOJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-4,4-(ethylenedioxy)-1-butanal 在 palladium on activated charcoal palladium diacetate 、 氢氧化钾 、 高氯酸 、 氢气 、 sodium hydride 、 三乙胺 、 对苯醌 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 Ethyl(E)-4,4-Dimethyl-6-(2-oxocyclohex-3-enyl)hex-2-enoate
  参考文献：
  名称：

  三环的立体控制合成[6.2.1.04.9]乌头生物十烷环系

  摘要：

  α,β-不饱和烯酮酯的分子内双迈克尔反应得到三环[5.2.2.01,5]十一烷衍生物，该衍生物立体选择性地转化为三环[6.2.1.04,9]十一烷衍生物。

  DOI：

  10.1246/cl.1985.1127
• 作为产物：
  描述：

  methyl 3,3-dimethyl-4,4-(ethylenedioxy)-1-butyrate 在 lithium aluminium tetrahydride 、 sodium acetate 、 pyridinium chlorochromate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 3,3-dimethyl-4,4-(ethylenedioxy)-1-butanal
  参考文献：
  名称：

  Synthesis of .DELTA.3-1-methylene-1-carbacephems

  摘要：

  The total synthesis of (+/-)-1-methylene-2,2- dimethyl-7-amino-1-carbacephem-4-carboxylic acid (1) is described. The reaction scheme was essentially that described by Christensen et al. for the synthesis of (+/-)-1-carbacephems. In vitro antibacterial activities of the 7-phenoxyacetyl and 7-D-alpha-phenylglycyl derivatives of 1 were compared with those of 7-(phenoxyacetamido)desacetoxycephalosporanic acid and cefalexin. Derivatives of 1 were 2-4 times less active against most of the sensitive organisms than the corresponding 7-aminodesacetoxycephalosporanic acid analogues. The activity of the 7-D-alpha-phenylglycyl derivative of 1 however was about 20 times lower than that of cefalexin when measured against Staphylococcus aureus ATCC 6538P.

  DOI：

  10.1021/jm00155a013

文献信息

• STEREOCONTROLLED SYNTHESIS OF TRICYCLO[6.2.1.0^4.9]UNDECANE RING SYSTEM OF ACONITIUM ALKALOIDS
  作者：Masataka Ihara、Yohhei Ishida、Mariko Abe、Masahiro Toyota、Keiichiro Fukumoto、Tetsuji Kametani

  DOI：10.1246/cl.1985.1127

  日期：1985.8.5

  Intramolecular double Michael reaction of the α,β-unsaturated enone ester gave the tricyclo[ 5.2.2.01,5]undecane derivative, which was stereoselectively converted into the tricyclo[6.2.1.04,9]undecane derivative.

  α,β-不饱和烯酮酯的分子内双迈克尔反应得到三环[5.2.2.01,5]十一烷衍生物，该衍生物立体选择性地转化为三环[6.2.1.04,9]十一烷衍生物。
• Facile construction of the bicyclo[6.4.0]dodecane system by the intramolecular Michael addition of sulfonyl carbanion
  作者：Masataka Ihara、Shuichi Suzuki、Yuji Tokunaga、Hiroshi Takeshita、Keiichiro Fukumoto

  DOI：10.1039/cc9960001801

  日期：——

  A bicyclo[6.4.0]dodecane system is synthesised via the intramolecular Michael addition of sulfonyl carbanion.

  通过磺酰基碳酰离子的分子内迈克尔加成，合成了双环[6.4.0]十二烷体系。
• IHARA, MASATAKA;ISHIDA, YOHHEI;ABE, MARIKO;TOYOTA, MASAHIRO;FUKUMOTO, KEI+, J. CHEM. SOC. PERKIN TRANS.,(1988) N 5, 1155-1163
  作者：IHARA, MASATAKA、ISHIDA, YOHHEI、ABE, MARIKO、TOYOTA, MASAHIRO、FUKUMOTO, KEI+

  DOI：——

  日期：——
• Ihara, Masataka; Ishida, Yohhei; Abe, Mariko, Journal of the Chemical Society. Perkin transactions I, 1988, p. 1155 - 1164
  作者：Ihara, Masataka、Ishida, Yohhei、Abe, Mariko、Toyota, Masahiro、Fukumoto, Keiichiro、Kametani, Tetsuji

  DOI：——

  日期：——
• Synthesis of .DELTA.3-1-methylene-1-carbacephems
  作者：Piet Herdewijn、Paul J. Claes、Hubert Vanderhaeghe

  DOI：10.1021/jm00155a013

  日期：1986.5

  The total synthesis of (+/-)-1-methylene-2,2- dimethyl-7-amino-1-carbacephem-4-carboxylic acid (1) is described. The reaction scheme was essentially that described by Christensen et al. for the synthesis of (+/-)-1-carbacephems. In vitro antibacterial activities of the 7-phenoxyacetyl and 7-D-alpha-phenylglycyl derivatives of 1 were compared with those of 7-(phenoxyacetamido)desacetoxycephalosporanic acid and cefalexin. Derivatives of 1 were 2-4 times less active against most of the sensitive organisms than the corresponding 7-aminodesacetoxycephalosporanic acid analogues. The activity of the 7-D-alpha-phenylglycyl derivative of 1 however was about 20 times lower than that of cefalexin when measured against Staphylococcus aureus ATCC 6538P.