prianosin B | 116302-35-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: prianosin B
• 英文别名: prianosine B；(1S,14S,16R)-19-bromo-15-thia-4,9,13-triazahexacyclo[12.6.1.13,7.01,16.02,12.010,22]docosa-2(12),3,5,7,10(22),19-hexaene-11,18-dione
• CAS: 116302-35-3
• 化学式: C₁₈H₁₂BrN₃O₂S
• 分子量: 414.282
• InChiKey: CMAYFTLWMPBENG-DDBGAENHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1S,14S,16R)-19-bromo-9-(4-methylphenyl)sulfonyl-15-thia-4,9,13-triazahexacyclo[12.6.1.13,7.01,16.02,12.010,22]docosa-2(12),3,7,10(22),19-pentaene-11,18-dione 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以48%的产率得到prianosin B
  参考文献：
  名称：

  The first total synthesis of prianosin B

  摘要：

  The first asymmetric total synthesis of prianosin B (1) is described. Formation of the 16,17-dehydropyrroloiminoquinone skeleton from the pyrroloiminoquinone unit is a key step in this synthesis. Thus, the detosylation and dehydrogenation reactions of the pyrroloiminoquinone unit are Caused by the presence of a catalytic amount of NaN3. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.051

文献信息

• The first total synthesis of prianosin B
  作者：Yasufumi Wada、Kouji Otani、Noriko Endo、Yu Harayama、Daigo Kamimura、Masako Yoshida、Hiromichi Fujioka、Yasuyuki Kita

  DOI：10.1016/j.tet.2008.11.051

  日期：2009.1

  The first asymmetric total synthesis of prianosin B (1) is described. Formation of the 16,17-dehydropyrroloiminoquinone skeleton from the pyrroloiminoquinone unit is a key step in this synthesis. Thus, the detosylation and dehydrogenation reactions of the pyrroloiminoquinone unit are Caused by the presence of a catalytic amount of NaN3. (C) 2008 Elsevier Ltd. All rights reserved.