4-[(4R,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-dimethylamino-6-methyl-5,6-dihydro-4H-pyran-2-yl]-4-hydroxy-4H-naphthalen-1-one | 862251-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 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-4H-naphthalen-1-one
• CAS: 862251-54-5
• 化学式: C₃₄H₃₉NO₄Si
• 分子量: 553.773
• InChiKey: VXFUPDIJIQMVHE-XVJZSVSBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  40.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 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-4H-naphthalen-1-one 在 硼烷四氢呋喃络合物 、 aluminium amalgam 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 17.17h， 生成
  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：

  (3aR,4S,7aR)-1,4-Dimethyl-1,3a,4,7a-tetrahydro-pyrano[4,3-d]oxazol-2-one 在 咪唑 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 叔丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 21.5h， 生成 4-[(4R,5R,6S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-dimethylamino-6-methyl-5,6-dihydro-4H-pyran-2-yl]-4-hydroxy-4H-naphthalen-1-one
  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