diethyl N-(propylsulfenyl)hydrazodicarboxylate | 143330-50-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫基化合物
• 英文名称: diethyl N-(propylsulfenyl)hydrazodicarboxylate
• 英文别名: 1,2-Hydrazinedicarboxylic acid, 1-(propylthio)-, diethyl ester；ethyl N-(ethoxycarbonylamino)-N-propylsulfanylcarbamate
• CAS: 143330-50-1
• 化学式: C₉H₁₈N₂O₄S
• 分子量: 250.319
• InChiKey: LZXFTJMFZAAOFA-UHFFFAOYSA-N

物化性质

• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-疏基嘌呤核苷 、 diethyl N-(propylsulfenyl)hydrazodicarboxylate 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以25%的产率得到6-<(propylthio)thio>-9-(β-D-ribofuranosyl)purine
  参考文献：
  名称：

  Photochemistry of nucleoside transport inhibitor 6-S-benzylated thiopurine ribonucleosides. Implications for a new class of photoaffinity labels

  摘要：

  Photochemistry of the nucleoside transport inhibitor 6-[(4-nitrobenzyl)thio]-9-(beta-D-ribofuranosyl)purine (NBMPR, 1) yielded products from the initial homolytic cleavage of the benzyl-sulfur bond. Photoreduction of the nitro group also occurred to a minor extent. The quantum yield for the disappearance of 1 was approximately 0.04. Several photoproducts and secondary photoproducts were identified and confirmed by synthesis. Irradiation of 6-(benzylthio)-9-(beta-D-ribofuranosyl)purine (BMPR, 3) also resulted in the formation of products from benzyl-sulfur cleavage with a quantum yield of approximately 0.01.

  DOI：

  10.1021/jo00048a034
• 作为产物：
  描述：

  二乙基偶氮二羧酸酯 、 丙烷-1-硫醇 以 乙醚 为溶剂， 反应 3.0h， 以75%的产率得到diethyl N-(propylsulfenyl)hydrazodicarboxylate
  参考文献：
  名称：

  Photochemistry of nucleoside transport inhibitor 6-S-benzylated thiopurine ribonucleosides. Implications for a new class of photoaffinity labels

  摘要：

  Photochemistry of the nucleoside transport inhibitor 6-[(4-nitrobenzyl)thio]-9-(beta-D-ribofuranosyl)purine (NBMPR, 1) yielded products from the initial homolytic cleavage of the benzyl-sulfur bond. Photoreduction of the nitro group also occurred to a minor extent. The quantum yield for the disappearance of 1 was approximately 0.04. Several photoproducts and secondary photoproducts were identified and confirmed by synthesis. Irradiation of 6-(benzylthio)-9-(beta-D-ribofuranosyl)purine (BMPR, 3) also resulted in the formation of products from benzyl-sulfur cleavage with a quantum yield of approximately 0.01.

  DOI：

  10.1021/jo00048a034

文献信息

• Photochemistry of nucleoside transport inhibitor 6-S-benzylated thiopurine ribonucleosides. Implications for a new class of photoaffinity labels
  作者：Steven A. Fleming、David B. Rawlins、Vicente Samano、Morris J. Robins

  DOI：10.1021/jo00048a034

  日期：1992.10

  Photochemistry of the nucleoside transport inhibitor 6-[(4-nitrobenzyl)thio]-9-(beta-D-ribofuranosyl)purine (NBMPR, 1) yielded products from the initial homolytic cleavage of the benzyl-sulfur bond. Photoreduction of the nitro group also occurred to a minor extent. The quantum yield for the disappearance of 1 was approximately 0.04. Several photoproducts and secondary photoproducts were identified and confirmed by synthesis. Irradiation of 6-(benzylthio)-9-(beta-D-ribofuranosyl)purine (BMPR, 3) also resulted in the formation of products from benzyl-sulfur cleavage with a quantum yield of approximately 0.01.