4-[(4R,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-dimethylamino-6-methyl-5,6-dihydro-4H-pyran-2-yl]-4-hydroxy-cyclohexa-2,5-dienone | 862205-06-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-[(4R,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-dimethylamino-6-methyl-5,6-dihydro-4H-pyran-2-yl]-4-hydroxy-cyclohexa-2,5-dienone
• CAS: 862205-06-9
• 化学式: C₃₀H₃₇NO₄Si
• 分子量: 503.714
• InChiKey: XNMKVYQVIDVOGI-MDBQKXLBSA-N

物化性质

• 沸点：
  601.5±55.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  59.0
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-[(4R,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-dimethylamino-6-methyl-5,6-dihydro-4H-pyran-2-yl]-4-hydroxy-cyclohexa-2,5-dienone 在 aluminium amalgam 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 水 为溶剂， 反应 2.0h， 生成 (5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-(4-hydroxy-phenyl)-6-methyl-5,6-dihydro-2H-pyran-2-ol
  参考文献：
  名称：

  The “Reverse Polarity” Approach to Ravidomycin. Aryl C‐Aminoglycosides from a Lithiated Aminoglycal

  摘要：

  A three-step sequence affects the regio- and stereospecific elaboration of an aryl C-aminoglycoside from a simple aminoglycal and a quinone. Direct lithiation of the glycal followed by addition of the quinone, reduction of the quinol adduct, and hydroboration gives a product with a trans-trans stereochemical relationship between the substituents at C1', C2', and C3', appropriate for compounds in the ravidomycin series.

  DOI：

  10.1081/car-200059957
• 作为产物：
  描述：

  (2S,3R,4R)-4-(dimethylamino)-2-methyl-3,4-dihydro-2H-pyran-3-ol 在 咪唑 、 4-二甲氨基吡啶 、 叔丁基锂 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 19.0h， 生成 4-[(4R,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-dimethylamino-6-methyl-5,6-dihydro-4H-pyran-2-yl]-4-hydroxy-cyclohexa-2,5-dienone
  参考文献：
  名称：

  The “Reverse Polarity” Approach to Ravidomycin. Aryl C‐Aminoglycosides from a Lithiated Aminoglycal

  摘要：

  A three-step sequence affects the regio- and stereospecific elaboration of an aryl C-aminoglycoside from a simple aminoglycal and a quinone. Direct lithiation of the glycal followed by addition of the quinone, reduction of the quinol adduct, and hydroboration gives a product with a trans-trans stereochemical relationship between the substituents at C1', C2', and C3', appropriate for compounds in the ravidomycin series.

  DOI：

  10.1081/car-200059957

文献信息

• 10.1081/car-200059936
  作者：Parker, Kathlyn A.、Su, Dai-Shi

  DOI：10.1081/car-200059936

  日期：——