3-methyl-5,6-dihydro-1H-thieno[2,3-d]pyrimidine-2,4-dione | 21004-30-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 3-methyl-5,6-dihydro-1H-thieno[2,3-d]pyrimidine-2,4-dione
• 英文别名: 2,4-Dioxo-3-methyl-1,2,3,4,5,6-hexahydro-thieno<2,3-d>pyrimidin；3-Methyl-5,6-dihydrothieno[2,3-d]pyrimidine-2,4(1h,3h)-dione；3-methyl-5,6-dihydro-1H-thieno[2,3-d]pyrimidine-2,4-dione
• CAS: 21004-30-8
• 化学式: C₇H₈N₂O₂S
• 分子量: 184.219
• InChiKey: AQUZHSLZJCZNJE-UHFFFAOYSA-N

物化性质

• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methyl-5,6-dihydro-1H-thieno[2,3-d]pyrimidine-2,4-dione 、 2-(三甲基硅烷基)乙氧甲基氯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以17%的产率得到5,6-Dihydro-1-methoxyethyltrimethylsilyl-3-methylthieno<2,3-d>pyrimidin-2,4(1H,3H)-dion
  参考文献：
  名称：

  Heterocyclische ?-Enaminoester. 57. Studien zur N-Glycosidierung heterokondensierter Uracile

  摘要：

  N-Glycosylations of various heterocondensed uracils of the general type 4 are described. The thieno[2,3-d]pyrimidines (9a-e) afford with 1-0-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (7) the corresponding 1-ribosides (10a-e) in a modified Hilbert-Johnson-Birkofer synthesis; from these 10a was smoothly saponified to give the free riboside 11a. - In a more generally applicable stereospecific sodium salt glycosylation procedure employing alpha-acetobromglucose, the 1-glucosides 12-16 and with beta-(trimethylsilyl)ethoxymethyl chloride (SEM-Cl) a variation of acyclonucleosides 17-22 have been obtained. The structure of 18a has been confirmed by X-ray analysis.

  DOI：

  10.1002/prac.19943360206
• 作为产物：
  描述：

  2-Amino-4,5-dihydro-3-thiophencarbonsaeure-ethylester 、 异氰酸甲酯 生成 3-methyl-5,6-dihydro-1H-thieno[2,3-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Wamhoff,H., Chemische Berichte, 1968, vol. 101, # 10, p. 3377 - 3385

  摘要：

  DOI：

文献信息

• Heterocyclische ?-Enaminoester. 57. Studien zur N-Glycosidierung heterokondensierter Uracile
  作者：H. Wamhoff、W. Wambach、S. Herrmann、M. Jansen、B. Br�hne

  DOI：10.1002/prac.19943360206

  日期：——

  N-Glycosylations of various heterocondensed uracils of the general type 4 are described. The thieno[2,3-d]pyrimidines (9a-e) afford with 1-0-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (7) the corresponding 1-ribosides (10a-e) in a modified Hilbert-Johnson-Birkofer synthesis; from these 10a was smoothly saponified to give the free riboside 11a. - In a more generally applicable stereospecific sodium salt glycosylation procedure employing alpha-acetobromglucose, the 1-glucosides 12-16 and with beta-(trimethylsilyl)ethoxymethyl chloride (SEM-Cl) a variation of acyclonucleosides 17-22 have been obtained. The structure of 18a has been confirmed by X-ray analysis.
• Wamhoff,H., Chemische Berichte, 1968, vol. 101, # 10, p. 3377 - 3385
  作者：Wamhoff,H.

  DOI：——

  日期：——