2-Acetyl-6-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-oct-4-ynoic acid methyl ester | 265093-93-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 2-Acetyl-6-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-oct-4-ynoic acid methyl ester
• 英文别名: Methyl 2-acetyl-6-[tert-butyl(dimethyl)silyl]oxy-8-[tert-butyl(diphenyl)silyl]oxyoct-4-ynoate
• CAS: 265093-93-4
• 化学式: C₃₃H₄₈O₅Si₂
• 分子量: 580.912
• InChiKey: DAXUXJPIBQKZHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  40
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Acetyl-6-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-oct-4-ynoic acid methyl ester 在 4-甲基苯磺酸吡啶 作用下， 以86%的产率得到2-Acetyl-8-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-oct-4-ynoic acid methyl ester
  参考文献：
  名称：

  A new synthesis of 3-carboxy-2,5-disubstituted furans and their conversion to 5-vinyl derivatives

  摘要：

  A new route to the title compounds is described. The key transformation involves treatment of a 2-(4-keto-2-alkynyl)-3-ketobutanoate with silica gel or Et3N to effect ring closure and subsequent double bond isomerization. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02290-x
• 作为产物：
  描述：

  3-(tert-butyldiphenylsilyloxy)-1-propanal 在 咪唑 、 sodium hexamethyldisilazane 、 四丁基碘化铵 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 2-Acetyl-6-(tert-butyl-dimethyl-silanyloxy)-8-(tert-butyl-diphenyl-silanyloxy)-oct-4-ynoic acid methyl ester
  参考文献：
  名称：

  A new synthesis of 3-carboxy-2,5-disubstituted furans and their conversion to 5-vinyl derivatives

  摘要：

  A new route to the title compounds is described. The key transformation involves treatment of a 2-(4-keto-2-alkynyl)-3-ketobutanoate with silica gel or Et3N to effect ring closure and subsequent double bond isomerization. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02290-x

文献信息

• A new synthesis of 3-carboxy-2,5-disubstituted furans and their conversion to 5-vinyl derivatives
  作者：James A. Marshall、Dong Zou

  DOI：10.1016/s0040-4039(99)02290-x

  日期：2000.2

  A new route to the title compounds is described. The key transformation involves treatment of a 2-(4-keto-2-alkynyl)-3-ketobutanoate with silica gel or Et3N to effect ring closure and subsequent double bond isomerization. (C) 2000 Elsevier Science Ltd. All rights reserved.