methyl (4aS,10aR)-6-methoxy-1-methyl-1,2,4a,5,10,10a-hexahydrobenzo[g]quinoline-3-carboxylate | 201869-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl (4aS,10aR)-6-methoxy-1-methyl-1,2,4a,5,10,10a-hexahydrobenzo[g]quinoline-3-carboxylate
• 英文别名: [4aS,10aR]-3-methoxycarbonyl-1,2,4aα,5,10,10aβ-hexahydro-6-methoxy-1-methyl-benzo[g]quinoline；methyl (4aS,10aR)-6-methoxy-1-methyl-4a,5,10,10a-tetrahydro-2H-benzo[g]quinoline-3-carboxylate
• CAS: 201869-31-0
• 化学式: C₁₇H₂₁NO₃
• 分子量: 287.359
• InChiKey: VYMPHOLBCKWQPE-IUODEOHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (4aS,10aR)-6-methoxy-1-methyl-1,2,4a,5,10,10a-hexahydrobenzo[g]quinoline-3-carboxylate 以 四氢呋喃 、 水 为溶剂， 生成 [4aS,10aR]-1,2,4aα,5,10,10aβ-hexahydro-3-hydroxymethyl-6-methoxy-1-methyl-benzo[g]quinoline
  参考文献：
  名称：

  Benzo[g]quinoline derivatives

  摘要：

  本发明提供了一种式(I)的化合物，其中A、B、X、Y和R如描述中所定义，并提供了一种制备它们的方法。式(I)的化合物可用作治疗青光眼和近视的药物。##STR1##

  公开号：

  US06057334A1
• 作为产物：
  描述：

  [3R,4aR,10aR]-6-methoxy-1-methyl-1,2,3,4,4a,5,10,10a-octahydrobenzo[g]quinoline-3-carboxylic acid methyl ester 在 Oxone 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 15.0h， 生成 methyl (4aS,10aR)-6-methoxy-1-methyl-1,2,4a,5,10,10a-hexahydrobenzo[g]quinoline-3-carboxylate
  参考文献：
  名称：

  Intriguing Influence of the Solvent on the Regioselectivity of Sulfoxide Thermolysis in β-Amino-α-sulfinyl Esters

  摘要：

  The sulfoxide thermolysis of the diastereoisomeric methyl (3R,4aS, 10R)-6-methoxy-1-methyl-3-(phenylisulfinyl)-1,2,3,4,4a,5,10,10a-oct hydrobenzo[g]quinoline-3-carboxylates 3a and Yb in toluene yields, by loss of benzenesulfenic acid, an almost 1 : 1 mixture of the vinylogous urethane 2b and the isomeric alpha-aminoethyl enoate 2a. When this elimination is performed in acetic acid, the enoate 2a is formed rather selectively. The same solvent effects on the regioselectivity of the elimination of benzenesulfenic acid are observed with a simple sulfoxide of ethyl piperidine-3-carboxylate (7).

  DOI：

  10.1002/1522-2675(200205)85:5<1399::aid-hlca1399>3.0.co;2-r

文献信息

• Intriguing Influence of the Solvent on the Regioselectivity of Sulfoxide Thermolysis in β-Amino-α-sulfinyl Esters
  作者：Markus Bänziger、Solange Klein、Grety Rihs

  DOI：10.1002/1522-2675(200205)85:5<1399::aid-hlca1399>3.0.co;2-r

  日期：2002.5

  The sulfoxide thermolysis of the diastereoisomeric methyl (3R,4aS, 10R)-6-methoxy-1-methyl-3-(phenylisulfinyl)-1,2,3,4,4a,5,10,10a-oct hydrobenzo[g]quinoline-3-carboxylates 3a and Yb in toluene yields, by loss of benzenesulfenic acid, an almost 1 : 1 mixture of the vinylogous urethane 2b and the isomeric alpha-aminoethyl enoate 2a. When this elimination is performed in acetic acid, the enoate 2a is formed rather selectively. The same solvent effects on the regioselectivity of the elimination of benzenesulfenic acid are observed with a simple sulfoxide of ethyl piperidine-3-carboxylate (7).
• Benzo[g]quinoline derivatives
  申请人：Novartis AG

  公开号：US06057334A1

  公开（公告）日：2000-05-02

  The invention provides a compound of formula (I) wherein A, B, X, Y and R are as defined in the description, and a process for preparing them. The compounds of formula (I) arc useful as pharmaceuticals for the treatment of glaucoma and myopia. ##STR1##

  本发明提供了一种式(I)的化合物，其中A、B、X、Y和R如描述中所定义，并提供了一种制备它们的方法。式(I)的化合物可用作治疗青光眼和近视的药物。##STR1##