(R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-hydroxymethyl-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester | 398142-98-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-hydroxymethyl-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (9R)-6-[tert-butyl(dimethyl)silyl]oxy-9-(hydroxymethyl)-5-methoxy-4-methyl-7,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylate
• CAS: 398142-98-8
• 化学式: C₂₄H₃₉NO₇Si
• 分子量: 481.662
• InChiKey: DNTKVADVUHHLPU-VYRBHSGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.08
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-hydroxymethyl-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester 在 4-二甲氨基吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 Hg(II) trifluoroacetate 、 4 Angstroem MS 、 三正丁基氢锡 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 溶剂黄146 为溶剂， 反应 12.84h， 生成
  参考文献：
  名称：

  Studies Directed to the Total Synthesis of ET 743 and Analogues Thereof:  An Expeditious Route to the ABFGH Subunit

  摘要：

  [GRAPHICS]In model studies directed to the total synthesis of Et743, a strategic S-C bond formation in systems 26 and 27 was demonstrated. It was further shown that Pictet-Spengler cyclization leading to spiro product 33 exhibits very high stereoselection.

  DOI：

  10.1021/ol016844k
• 作为产物：
  描述：

  7-Bromo-5-methoxy-4-methyl-1,3-benzodioxole 在 palladium on activated charcoal 咪唑 、 盐酸 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 氢气 、 四丁基碘化铵 、 sodium hydride 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 乙酸乙酯 、 甲苯 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 123.0h， 生成 (R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-hydroxymethyl-5-methoxy-4-methyl-6,9-dihydro-7H-[1,3]dioxolo[4,5-h]isoquinoline-8-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Studies Directed to the Total Synthesis of ET 743 and Analogues Thereof:  An Expeditious Route to the ABFGH Subunit

  摘要：

  [GRAPHICS]In model studies directed to the total synthesis of Et743, a strategic S-C bond formation in systems 26 and 27 was demonstrated. It was further shown that Pictet-Spengler cyclization leading to spiro product 33 exhibits very high stereoselection.

  DOI：

  10.1021/ol016844k

文献信息

• Studies Directed to the Total Synthesis of ET 743 and Analogues Thereof:  An Expeditious Route to the ABFGH Subunit
  作者：Bishan Zhou、Jinsong Guo、Samuel J. Danishefsky

  DOI：10.1021/ol016844k

  日期：2002.1.1

  [GRAPHICS]In model studies directed to the total synthesis of Et743, a strategic S-C bond formation in systems 26 and 27 was demonstrated. It was further shown that Pictet-Spengler cyclization leading to spiro product 33 exhibits very high stereoselection.