7,8,10,10-tetramethyl-4-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,4-diazatricyclo[7.3.1.05,13]trideca-5(13),6,8-triene-2,3-dione | 1450806-83-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 7,8,10,10-tetramethyl-4-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,4-diazatricyclo[7.3.1.05,13]trideca-5(13),6,8-triene-2,3-dione
• CAS: 1450806-83-3
• 化学式: C₂₀H₂₈N₂O₆
• 分子量: 392.452
• InChiKey: LYYBLXIQELVYAH-JJRVBVJISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二氢-6,7-二甲基-2,3-喹喔啉二酮 在 叔丁基过氧化氢 、 aluminum (III) chloride 、 四氧化锇 、 sodium hydride 、 caesium carbonate 、 N-甲基吗啉氧化物 作用下， 以 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 氯苯 、 丙酮 、 mineral oil 、 叔丁醇 为溶剂， 反应 29.5h， 生成 7,7,8,9-tetramethyl-1-((2R,3S,4R)-2,3,4,5-tetrahydroxypentyl)-6,7-dihydro-1H,5H-pyrido[1,2,3-de]quinoxaline-2,3-dione 、 7,8,10,10-tetramethyl-4-[(2S,3R,4R)-2,3,4,5-tetrahydroxypentyl]-1,4-diazatricyclo[7.3.1.05,13]trideca-5(13),6,8-triene-2,3-dione
  参考文献：
  名称：

  First Total Synthesis of Hunanamycin A

  摘要：

  The first total synthesis of hunanamycin A, an antibiotic natural product with a pyrido[1,2,3-de]quinoxaline-2,3-dione core from a marine-derived Bacillus hunanensis, is disclosed. The present effort provides access to sufficient amounts of scarce hunanamycin A for further biological evaluation and confirmation of the assigned absolute configuration. In addition, four new analogues of the natural product are reported.

  DOI：

  10.1021/ol402110e

文献信息

• NOVEL TRICYCLIC COMPOUNDS AND PROCESS FOR PREPARATION THEREOF
  申请人：COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH

  公开号：US20160152616A1

  公开（公告）日：2016-06-02

  The present invention relates to novel tricyclic compounds of formula (I) and (II) More particularly, the present invention relates to novel tricyclic compounds of formula (I) and (II) and process of preparation of these compounds from 4,5-di-methyl-o-phenylinediamine. Further, the present invention relates to a process for preparation of tricyclic compound hunanamycin A.

  本发明涉及式（I）和（II）的新型三环化合物。更具体地说，本发明涉及从4,5-二甲基-邻苯二胺制备式（I）和（II）的新型三环化合物的制备方法。此外，本发明还涉及一种制备三环化合物Hunanamycin A的方法。
• [EN] NOVEL TRICYCLIC COMPOUNDS AND PROCESS FOR PREPARATION THEREOF<br/>[FR] NOUVEAUX COMPOSÉS TRICYCLIQUES ET LEUR PROCÉDÉ DE PRÉPARATION
  申请人：COUNCIL SCIENT IND RES

  公开号：WO2015004687A4

  公开（公告）日：2015-06-11
• US9822113B2
  申请人：——

  公开号：US9822113B2

  公开（公告）日：2017-11-21
• First Total Synthesis of Hunanamycin A
  作者：Rahul D. Shingare、R. Velayudham、Jalindar R. Gawade、D. Srinivasa Reddy

  DOI：10.1021/ol402110e

  日期：2013.9.6

  The first total synthesis of hunanamycin A, an antibiotic natural product with a pyrido[1,2,3-de]quinoxaline-2,3-dione core from a marine-derived Bacillus hunanensis, is disclosed. The present effort provides access to sufficient amounts of scarce hunanamycin A for further biological evaluation and confirmation of the assigned absolute configuration. In addition, four new analogues of the natural product are reported.