(5Z)-5-(1H-indol-3-ylmethylidene)-3-methyl-2-sulfanylideneimidazolidin-4-one | 325153-33-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (5Z)-5-(1H-indol-3-ylmethylidene)-3-methyl-2-sulfanylideneimidazolidin-4-one
• CAS: 325153-33-1
• 化学式: C₁₃H₁₁N₃OS
• 分子量: 257.316
• InChiKey: LXERCMIUMBELMQ-WDZFZDKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.86
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  48.13
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (5Z)-5-(1H-indol-3-ylmethylidene)-3-methyl-2-sulfanylideneimidazolidin-4-one 在 盐酸 、 氢氧化钾 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 8.0h， 生成 3'-deimino-2'-demethyl-3'-oxoaplysinopsin
  参考文献：
  名称：

  A CONVENIENT SYNTHESIS OF GLYCOSYLATED HYDANTOINS AS POTENTIAL ANTIVIRAL AGENTS

  摘要：

  Reaction of 5-arylidene-2-thiohydantoins 3a-d with glycosyl halides 4a,b under alkaline conditions gave the respective bisglycosylated derivatives 5a-h. Deacetylation with ammonia in methanol caused a change of the S-glycosyl residue and gave the N-3 glycosylated analogues 7a-h. S-Glycosylation also occured when N-3 substituted hydantoins 9a-h were reacted.

  DOI：

  10.1080/10426509708043491
• 作为产物：
  描述：

  3-吲哚甲醛 、 Mth-甘氨酸 在 sodium acetate 、 溶剂黄146 作用下， 反应 2.0h， 以89%的产率得到(5Z)-5-(1H-indol-3-ylmethylidene)-3-methyl-2-sulfanylideneimidazolidin-4-one
  参考文献：
  名称：

  A CONVENIENT SYNTHESIS OF GLYCOSYLATED HYDANTOINS AS POTENTIAL ANTIVIRAL AGENTS

  摘要：

  Reaction of 5-arylidene-2-thiohydantoins 3a-d with glycosyl halides 4a,b under alkaline conditions gave the respective bisglycosylated derivatives 5a-h. Deacetylation with ammonia in methanol caused a change of the S-glycosyl residue and gave the N-3 glycosylated analogues 7a-h. S-Glycosylation also occured when N-3 substituted hydantoins 9a-h were reacted.

  DOI：

  10.1080/10426509708043491

文献信息

• A CONVENIENT SYNTHESIS OF GLYCOSYLATED HYDANTOINS AS POTENTIAL ANTIVIRAL AGENTS
  作者：Ahmed I. Khodair

  DOI：10.1080/10426509708043491

  日期：1997.3.1

  Reaction of 5-arylidene-2-thiohydantoins 3a-d with glycosyl halides 4a,b under alkaline conditions gave the respective bisglycosylated derivatives 5a-h. Deacetylation with ammonia in methanol caused a change of the S-glycosyl residue and gave the N-3 glycosylated analogues 7a-h. S-Glycosylation also occured when N-3 substituted hydantoins 9a-h were reacted.