isopropyl (3,3-dimethoxy-2-oxocyclohexyl)acetate | 199786-91-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: isopropyl (3,3-dimethoxy-2-oxocyclohexyl)acetate
• 英文别名: Propan-2-yl 2-(3,3-dimethoxy-2-oxocyclohexyl)acetate
• CAS: 199786-91-9
• 化学式: C₁₃H₂₂O₅
• 分子量: 258.315
• InChiKey: WHZCMISBQLQNTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  3,4,5-三甲氧基苄胺 、 isopropyl (3,3-dimethoxy-2-oxocyclohexyl)acetate 在 titanium(IV) isopropylate 、 sodium tetrahydroborate 作用下， 生成 [(1R,2R)-3,3-Dimethoxy-2-(3,4,5-trimethoxy-benzylamino)-cyclohexyl]-acetic acid isopropyl ester 、
  参考文献：
  名称：

  Total Synthesis of (±)-Roserine

  摘要：

  Electrophilic cyclization of amino ketals 14a and 14b with 6 M HCl at 23 degrees C, followed by oxidation with air in 6 M HCl at 100 degrees C, gave tetrahydrophenanthridines 16a and 16b, respectively, which were transformed into the pyrrolophenanthridinium salts 1a and 1b. Compound 1b was shown to be the correct structure of the Narcissus pallidulus constituent, roserine.

  DOI：

  10.1021/jo971641o
• 作为产物：
  描述：

  2,2-dimethoxycyclohexanone 、 isopropyl iodoacetate 在 potassium tert-butylate 作用下， 生成 isopropyl (3,3-dimethoxy-2-oxocyclohexyl)acetate
  参考文献：
  名称：

  Total Synthesis of (±)-Roserine

  摘要：

  Electrophilic cyclization of amino ketals 14a and 14b with 6 M HCl at 23 degrees C, followed by oxidation with air in 6 M HCl at 100 degrees C, gave tetrahydrophenanthridines 16a and 16b, respectively, which were transformed into the pyrrolophenanthridinium salts 1a and 1b. Compound 1b was shown to be the correct structure of the Narcissus pallidulus constituent, roserine.

  DOI：

  10.1021/jo971641o

文献信息

• Total Synthesis of (±)-Roserine
  作者：Aaron E. Bunnell、Lee A. Flippin、Yanzhou Liu

  DOI：10.1021/jo971641o

  日期：1997.12.1

  Electrophilic cyclization of amino ketals 14a and 14b with 6 M HCl at 23 degrees C, followed by oxidation with air in 6 M HCl at 100 degrees C, gave tetrahydrophenanthridines 16a and 16b, respectively, which were transformed into the pyrrolophenanthridinium salts 1a and 1b. Compound 1b was shown to be the correct structure of the Narcissus pallidulus constituent, roserine.