1-((Ethoxymethylene)-amino)-8,9-dihydro-5-methoxy-6H-furo<2,3-b>thiopyrano<4,3-d>pyridin-2-carboxylic acid ethyl ester | 173280-93-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: 1-((Ethoxymethylene)-amino)-8,9-dihydro-5-methoxy-6H-furo<2,3-b>thiopyrano<4,3-d>pyridin-2-carboxylic acid ethyl ester
• 英文别名: Ethyl 3-(ethoxymethylideneamino)-8-methoxy-5-oxa-11-thia-7-azatricyclo[7.4.0.02,6]trideca-1(9),2(6),3,7-tetraene-4-carboxylate
• CAS: 173280-93-8
• 化学式: C₁₇H₂₀N₂O₅S
• 分子量: 364.422
• InChiKey: JIKBTUFCOJHCEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-((Ethoxymethylene)-amino)-8,9-dihydro-5-methoxy-6H-furo<2,3-b>thiopyrano<4,3-d>pyridin-2-carboxylic acid ethyl ester 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以90.9%的产率得到9-Amino-1,4-dihydro-5-methoxy-2H-thiopyrano<4'',3'':4',5'>pyrido<3',2':4,5>furo<3,2-d>pyrimidin-8(9H)-one
  参考文献：
  名称：

  Synthesis of dihydrothiopyrano[3,4-c]pyridines and of fusion products thereof

  摘要：

  Reaction of the 6-hydroxy-thiopyrano[3,4-c] pyridine-5-carbonitrile derivative 2 with a-halogeno-carbonyl compounds gave the O-substituted intermediates 3a-d which on treatment with base were converted into the furo[2,3-b]thiopyrano[4,3-d]pyridines 4a-d by fusion of a furan moiety. Cyclization of the corresponding ester 4d led to fusion of a pyrimidine ring, thus yielding the tetracyclic product 8 as well as its N-substituted derivatives 9a-e. Target compounds 2-9 were derived from the three novel heterocyclic parent systems A-C.

  DOI：

  10.1007/bf00811014
• 作为产物：
  描述：

  3,4-Dihydro-6-hydroxy-8-methoxy-1H-thiopyrano<3,4-c>pyridine-5-carbonitrile 在 sodium ethanolate 、 potassium carbonate 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 7.25h， 生成 1-((Ethoxymethylene)-amino)-8,9-dihydro-5-methoxy-6H-furo<2,3-b>thiopyrano<4,3-d>pyridin-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of dihydrothiopyrano[3,4-c]pyridines and of fusion products thereof

  摘要：

  Reaction of the 6-hydroxy-thiopyrano[3,4-c] pyridine-5-carbonitrile derivative 2 with a-halogeno-carbonyl compounds gave the O-substituted intermediates 3a-d which on treatment with base were converted into the furo[2,3-b]thiopyrano[4,3-d]pyridines 4a-d by fusion of a furan moiety. Cyclization of the corresponding ester 4d led to fusion of a pyrimidine ring, thus yielding the tetracyclic product 8 as well as its N-substituted derivatives 9a-e. Target compounds 2-9 were derived from the three novel heterocyclic parent systems A-C.

  DOI：

  10.1007/bf00811014

文献信息

• Synthesis of dihydrothiopyrano[3,4-c]pyridines and of fusion products thereof
  作者：F. Sauter、J. Fr�hlich、E. K. Ahmed

  DOI：10.1007/bf00811014

  日期：——

  Reaction of the 6-hydroxy-thiopyrano[3,4-c] pyridine-5-carbonitrile derivative 2 with a-halogeno-carbonyl compounds gave the O-substituted intermediates 3a-d which on treatment with base were converted into the furo[2,3-b]thiopyrano[4,3-d]pyridines 4a-d by fusion of a furan moiety. Cyclization of the corresponding ester 4d led to fusion of a pyrimidine ring, thus yielding the tetracyclic product 8 as well as its N-substituted derivatives 9a-e. Target compounds 2-9 were derived from the three novel heterocyclic parent systems A-C.