isopropylidene derivative of 2-methyl-5-(2-methyl-1,2-dihydroxypropyl)furan | 137006-92-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: isopropylidene derivative of 2-methyl-5-(2-methyl-1,2-dihydroxypropyl)furan
• 英文别名: 2,2,4,4-tetramethyl-5-(5-methylfuran-2-yl)-1,3-dioxolane
• CAS: 137006-92-9
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: HAHCBQDXWGHASO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.19
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  31.6
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 isopropylidene derivative of 2-methyl-5-(2-methyl-1,2-dihydroxypropyl)furan 在 溴 作用下， 生成
  参考文献：
  名称：

  Synthetic studies towards paspalicine: Preliminary investigations, and the synthesis of 3′,4′,7′,7′a,9′,10′,11′,11′a-octahydro-4′,4′,7′a-trimethylspiro[1,3-dioxolane]-2,8′(6′H)-2′H-3′,5′a-epoxynaphth [2,1-b]oxepin-2′-one

  摘要：

  Preliminary investigations directed towards the synthesis of the indole-diterpene mould metabolite, paspalicine 1, are described. Following the preparation of the beta-pyrone ketal 7, which contains the characteristic functional group of paspalicine, the compound 25, which constitutes rings D-G of paspalicine with the correct relative stereochemistry, has been synthesised in eight steps from the monoketal 12 of the Wieland-Miescher ketone, in an overall yield of 8%.

  DOI：

  10.1016/s0040-4020(01)86569-8
• 作为产物：
  描述：

  5-甲基呋喃醛 在 四氧化锇 正丁基锂 、 对甲苯磺酸 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 43.0h， 生成 isopropylidene derivative of 2-methyl-5-(2-methyl-1,2-dihydroxypropyl)furan
  参考文献：
  名称：

  Synthetic studies towards paspalicine: Preliminary investigations, and the synthesis of 3′,4′,7′,7′a,9′,10′,11′,11′a-octahydro-4′,4′,7′a-trimethylspiro[1,3-dioxolane]-2,8′(6′H)-2′H-3′,5′a-epoxynaphth [2,1-b]oxepin-2′-one

  摘要：

  Preliminary investigations directed towards the synthesis of the indole-diterpene mould metabolite, paspalicine 1, are described. Following the preparation of the beta-pyrone ketal 7, which contains the characteristic functional group of paspalicine, the compound 25, which constitutes rings D-G of paspalicine with the correct relative stereochemistry, has been synthesised in eight steps from the monoketal 12 of the Wieland-Miescher ketone, in an overall yield of 8%.

  DOI：

  10.1016/s0040-4020(01)86569-8

文献信息

• ALI, AMIN;GUILE, SIMON D.;SAXTON, J. EDWIN;THORNTON-PETT, MARK, TETRAHEDRON, 47,(1991) N2, C. 6407-6426
  作者：ALI, AMIN、GUILE, SIMON D.、SAXTON, J. EDWIN、THORNTON-PETT, MARK

  DOI：——

  日期：——
• Synthetic studies towards paspalicine: Preliminary investigations, and the synthesis of 3′,4′,7′,7′a,9′,10′,11′,11′a-octahydro-4′,4′,7′a-trimethylspiro[1,3-dioxolane]-2,8′(6′H)-2′H-3′,5′a-epoxynaphth [2,1-b]oxepin-2′-one
  作者：Amin Ali、Simon D. Guile、J. Edwin Saxton、Mark Thornton-Pett

  DOI：10.1016/s0040-4020(01)86569-8

  日期：1991.8

  Preliminary investigations directed towards the synthesis of the indole-diterpene mould metabolite, paspalicine 1, are described. Following the preparation of the beta-pyrone ketal 7, which contains the characteristic functional group of paspalicine, the compound 25, which constitutes rings D-G of paspalicine with the correct relative stereochemistry, has been synthesised in eight steps from the monoketal 12 of the Wieland-Miescher ketone, in an overall yield of 8%.