2,3,5,7,9-Pentathiadecane | 155994-70-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 2,3,5,7,9-Pentathiadecane
• 英文别名: (Methyldisulfanyl)methylsulfanylmethylsulfanyl-methylsulfanylmethane
• CAS: 155994-70-0
• 化学式: C₅H₁₂S₅
• 分子量: 232.48
• InChiKey: JDSZLQRTZUKQAU-UHFFFAOYSA-N

物化性质

• 沸点：
  323.5±27.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3,5,7,9-Pentathiadecane 在 双氧水 作用下， 以 溶剂黄146 为溶剂， 以66%的产率得到2,3,5,7,9-Pentathiadecane 9-oxide
  参考文献：
  名称：

  Simple Total Syntheses of Biologically Active Pentathiadecane Natural Products, 2,4,5,7,9-Pentathiadecane 2,2,9,9-Tetraoxide (Dysoxysulfone), from Dysoxylum richii, and 2,3,5,7,9-Pentathiadecane 9,9-Dioxide, the Misidentified Lenthionine Precursor SE-3 from Shiitake Mushroom (Lentinus edodes)

  摘要：

  Brief total syntheses are reported for 2,4,5,7,9-pentathiadecane 2,2,9,9-tetraoxide (dysoxysulfone, 1), from the Fijian tree Dysoxylum richii, 2,3,5,7,9-pentathiadecane 9,9-dioxide (8), from shiitake mushroom (Lentinus edodes),and 2,4,5,7-tetrathiaoctane 2,2-dioxide (2a) from Tulbaghia violacea, starting from 1,2,4-trithiolane (4) for 1, 1,2,4,6-tetrathiepane (5) for 8, and 2,4,5,7-tetrathiaoctane (9) for 2a and employing regiospecific oxidation of intermediate penta- or tetrasulfides using KMnO4 along with Zn(OAc)(2) or FeCl3 to prevent product degradation by the base produced during oxidation.

  DOI：

  10.1021/jo00088a001
• 作为产物：
  描述：

  1,2,4,6-四硫杂环庚烷e 、 甲基硫代磺酸甲酯 在 甲基锂 作用下， 以73%的产率得到2,3,5,7,9-Pentathiadecane
  参考文献：
  名称：

  Simple Total Syntheses of Biologically Active Pentathiadecane Natural Products, 2,4,5,7,9-Pentathiadecane 2,2,9,9-Tetraoxide (Dysoxysulfone), from Dysoxylum richii, and 2,3,5,7,9-Pentathiadecane 9,9-Dioxide, the Misidentified Lenthionine Precursor SE-3 from Shiitake Mushroom (Lentinus edodes)

  摘要：

  Brief total syntheses are reported for 2,4,5,7,9-pentathiadecane 2,2,9,9-tetraoxide (dysoxysulfone, 1), from the Fijian tree Dysoxylum richii, 2,3,5,7,9-pentathiadecane 9,9-dioxide (8), from shiitake mushroom (Lentinus edodes),and 2,4,5,7-tetrathiaoctane 2,2-dioxide (2a) from Tulbaghia violacea, starting from 1,2,4-trithiolane (4) for 1, 1,2,4,6-tetrathiepane (5) for 8, and 2,4,5,7-tetrathiaoctane (9) for 2a and employing regiospecific oxidation of intermediate penta- or tetrasulfides using KMnO4 along with Zn(OAc)(2) or FeCl3 to prevent product degradation by the base produced during oxidation.

  DOI：

  10.1021/jo00088a001

文献信息

• Simple Total Syntheses of Biologically Active Pentathiadecane Natural Products, 2,4,5,7,9-Pentathiadecane 2,2,9,9-Tetraoxide (Dysoxysulfone), from Dysoxylum richii, and 2,3,5,7,9-Pentathiadecane 9,9-Dioxide, the Misidentified Lenthionine Precursor SE-3 from Shiitake Mushroom (Lentinus edodes)
  作者：Eric Block、Russell DeOrazio、Mohan Thiruvazhi

  DOI：10.1021/jo00088a001

  日期：1994.5

  Brief total syntheses are reported for 2,4,5,7,9-pentathiadecane 2,2,9,9-tetraoxide (dysoxysulfone, 1), from the Fijian tree Dysoxylum richii, 2,3,5,7,9-pentathiadecane 9,9-dioxide (8), from shiitake mushroom (Lentinus edodes),and 2,4,5,7-tetrathiaoctane 2,2-dioxide (2a) from Tulbaghia violacea, starting from 1,2,4-trithiolane (4) for 1, 1,2,4,6-tetrathiepane (5) for 8, and 2,4,5,7-tetrathiaoctane (9) for 2a and employing regiospecific oxidation of intermediate penta- or tetrasulfides using KMnO4 along with Zn(OAc)(2) or FeCl3 to prevent product degradation by the base produced during oxidation.