ethyl 16-[N-(benzenesulfonyl)-C-methylcarbonimidoyl]-15-thiatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-16-carboxylate | 226255-30-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: ethyl 16-[N-(benzenesulfonyl)-C-methylcarbonimidoyl]-15-thiatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-16-carboxylate
• CAS: 226255-30-7
• 化学式: C₂₆H₂₃NO₄S₂
• 分子量: 477.605
• InChiKey: TXLUUFDASWTACX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 16-[N-(benzenesulfonyl)-C-methylcarbonimidoyl]-15-thiatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-16-carboxylate 在 2,6-二甲基吡啶 、 臭氧 作用下， 以 氯仿 为溶剂， 生成 methyl 2-[(2S,3R,4S,5R,6R)-2-[acetyl(benzenesulfonyl)amino]-4,5-bis(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-yl]sulfanyl-2-oxoacetate
  参考文献：
  名称：

  Glycosyl Transfer to Nitrogen via Cycloaddition

  摘要：

  [GRAPHICS]This letter describes the reduction to practice of a novel concept for functionalization of the anomeric carbon of carbohydrates with a nitrogen substituent. Thus, bisheterodienes with a thiono sulfur terminus and a sulfonylimine terminus are shown to undergo cycloaddition smoothly and stereoselectively to three different glycals.

  DOI：

  10.1021/ol990583l
• 作为产物：
  描述：

  Ethyl 16-acetyl-15-thiatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-16-carboxylate 在 羟胺 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 ethyl 16-[N-(benzenesulfonyl)-C-methylcarbonimidoyl]-15-thiatetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-16-carboxylate
  参考文献：
  名称：

  Glycosyl Transfer to Nitrogen via Cycloaddition

  摘要：

  [GRAPHICS]This letter describes the reduction to practice of a novel concept for functionalization of the anomeric carbon of carbohydrates with a nitrogen substituent. Thus, bisheterodienes with a thiono sulfur terminus and a sulfonylimine terminus are shown to undergo cycloaddition smoothly and stereoselectively to three different glycals.

  DOI：

  10.1021/ol990583l

文献信息

• Glycosyl Transfer to Nitrogen via Cycloaddition
  作者：Baoqing Li、Richard W. Franck、Giuseppe Capozzi、Stefano Menichetti、Cristina Nativi

  DOI：10.1021/ol990583l

  日期：1999.7.1

  [GRAPHICS]This letter describes the reduction to practice of a novel concept for functionalization of the anomeric carbon of carbohydrates with a nitrogen substituent. Thus, bisheterodienes with a thiono sulfur terminus and a sulfonylimine terminus are shown to undergo cycloaddition smoothly and stereoselectively to three different glycals.