7-Hydroxy-1,3-dimethyl-9-(toluene-4-sulfonyl)-1,5,6,7,8,9-hexahydro-pyrimido[4,5-b][1,4]diazepine-2,4-dione | 638212-23-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-Hydroxy-1,3-dimethyl-9-(toluene-4-sulfonyl)-1,5,6,7,8,9-hexahydro-pyrimido[4,5-b][1,4]diazepine-2,4-dione
• 英文别名: 7-Hydroxy-1,3-dimethyl-9-(4-methylphenyl)sulfonyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]diazepine-2,4-dione；7-hydroxy-1,3-dimethyl-9-(4-methylphenyl)sulfonyl-5,6,7,8-tetrahydropyrimido[4,5-b][1,4]diazepine-2,4-dione
• CAS: 638212-23-4
• 化学式: C₁₆H₂₀N₄O₅S
• 分子量: 380.425
• InChiKey: AQDCMTVPJPLPHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  119
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7-Hydroxy-1,3-dimethyl-9-(toluene-4-sulfonyl)-1,5,6,7,8,9-hexahydro-pyrimido[4,5-b][1,4]diazepine-2,4-dione 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 6.0h， 生成 6-Hydroxymethyl-1,3-dimethyl-8-(toluene-4-sulfonyl)-5,6,7,8-tetrahydro-1H-pteridine-2,4-dione
  参考文献：
  名称：

  Synthesis of the Tetrahydropteridine-2,4-dione Having a Substituted Methyl Group at 6-Position

  摘要：

  Lewis acid treatment of 5-amino-6-(N-2,3-epoxypropyl-N-tosyl)amino-1,3-dimethyluracil (3) gave the diazepine (4) fused to uracil ring, and the tosylate (5) from 4 underwent ring transformation to provide tetrahydropteridinediones (7 and 8) depending on the reaction conditions. Thus, heating in dry acetonitrile led to 6-tosyloxymethyl-tetrahydropteridine-2,4-dione (7) whereas that in wet acetonitrile to 6-hydroxymethyl derivative (8).

  DOI：

  10.3987/com-03-9872
• 作为产物：
  描述：

  4-methyl-N-(oxiran-2-ylmethyl)benzenesulfonamide 在 palladium on activated charcoal 三氟化硼乙醚 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 7.0h， 生成 7-Hydroxy-1,3-dimethyl-9-(toluene-4-sulfonyl)-1,5,6,7,8,9-hexahydro-pyrimido[4,5-b][1,4]diazepine-2,4-dione
  参考文献：
  名称：

  Synthesis of the Tetrahydropteridine-2,4-dione Having a Substituted Methyl Group at 6-Position

  摘要：

  Lewis acid treatment of 5-amino-6-(N-2,3-epoxypropyl-N-tosyl)amino-1,3-dimethyluracil (3) gave the diazepine (4) fused to uracil ring, and the tosylate (5) from 4 underwent ring transformation to provide tetrahydropteridinediones (7 and 8) depending on the reaction conditions. Thus, heating in dry acetonitrile led to 6-tosyloxymethyl-tetrahydropteridine-2,4-dione (7) whereas that in wet acetonitrile to 6-hydroxymethyl derivative (8).

  DOI：

  10.3987/com-03-9872

文献信息

• Synthesis of the Tetrahydropteridine-2,4-dione Having a Substituted Methyl Group at 6-Position
  作者：Masaru Tada、Tomoyuki Shimamura、Takeaki Suzuki

  DOI：10.3987/com-03-9872

  日期：——

  Lewis acid treatment of 5-amino-6-(N-2,3-epoxypropyl-N-tosyl)amino-1,3-dimethyluracil (3) gave the diazepine (4) fused to uracil ring, and the tosylate (5) from 4 underwent ring transformation to provide tetrahydropteridinediones (7 and 8) depending on the reaction conditions. Thus, heating in dry acetonitrile led to 6-tosyloxymethyl-tetrahydropteridine-2,4-dione (7) whereas that in wet acetonitrile to 6-hydroxymethyl derivative (8).