7-nitromanzamine F | 1374025-78-1

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 7-nitromanzamine F
• 英文别名: (1R,2R,4S,12R,13S,16Z)-13-hydroxy-25-(8-hydroxy-7-nitro-9H-pyrido[3,4-b]indol-1-yl)-11,22-diazapentacyclo[11.11.2.12,22.02,12.04,11]heptacosa-16,25-dien-7-one
• CAS: 1374025-78-1
• 化学式: C₃₆H₄₃N₅O₅
• 分子量: 625.768
• InChiKey: WZJFHTHFHOODHG-HDKGXDQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  46
• 可旋转键数：
  1
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  139
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-nitromanzamine F 、 乙醛 在 溶剂黄146 、 锌 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以91%的产率得到7-ethylaminomanzamine F
  参考文献：
  名称：

  Reductive N-Alkylation of Nitroarenes: A Green Approach for the N-Alkylation of Natural Products

  摘要：

  A simple, mild, cost-effective, and green approach for the reductive mono-N-alkylation of nitroarenes has been developed. HOAc/Zn are utilized as the reducing system together with a carbonyl compound as an alkyl source in methanol. Excellent yields were obtained with stoichiometric control of mono- over dialkylated products. Application to five complex natural products demonstrated the practical utility of the method.

  DOI：

  10.1021/jo300303d
• 作为产物：
  描述：

  Manzamine F 在 三氟乙酸 、 sodium nitrite 作用下， 反应 1.67h， 以20%的产率得到7-nitromanzamine F
  参考文献：
  名称：

  Reductive N-Alkylation of Nitroarenes: A Green Approach for the N-Alkylation of Natural Products

  摘要：

  A simple, mild, cost-effective, and green approach for the reductive mono-N-alkylation of nitroarenes has been developed. HOAc/Zn are utilized as the reducing system together with a carbonyl compound as an alkyl source in methanol. Excellent yields were obtained with stoichiometric control of mono- over dialkylated products. Application to five complex natural products demonstrated the practical utility of the method.

  DOI：

  10.1021/jo300303d

文献信息

• Reductive <i>N</i>-Alkylation of Nitroarenes: A Green Approach for the <i>N</i>-Alkylation of Natural Products
  作者：Amir E. Wahba、Mark T. Hamann

  DOI：10.1021/jo300303d

  日期：2012.5.18

  A simple, mild, cost-effective, and green approach for the reductive mono-N-alkylation of nitroarenes has been developed. HOAc/Zn are utilized as the reducing system together with a carbonyl compound as an alkyl source in methanol. Excellent yields were obtained with stoichiometric control of mono- over dialkylated products. Application to five complex natural products demonstrated the practical utility of the method.