9-hydroxy-β-carboline | 260550-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-hydroxy-β-carboline
• 英文别名: 9-Hydroxypyrido[3,4-b]indole
• CAS: 260550-31-0
• 化学式: C₁₁H₈N₂O
• 分子量: 184.197
• InChiKey: OSDZTUBRUKUULT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-hydroxy-β-carboline 在 间氯过氧苯甲酸 作用下， 以29%的产率得到9-hydroxy-β-carboline N-oxide
  参考文献：
  名称：

  1,2,3,4-四氢-9-羟基-b-咔啉的制备和新型重排反应及其在(±)-Coerulescine全合成中的应用

  摘要：

  Novel 9-hydroxy-beta-carboline derivatives were produced for the first time. A novel rearrangement reaction of 1,2,3,4-tetrahydro-9-hydroxy-beta-carbolines was discovered to give 3,3-disubstituted oxindoles, which was successfully applied to the total synthesis of (+/-)-coerulescine.

  DOI：

  10.3987/com-99-8743
• 作为产物：
  描述：

  (4aS,9aR)-2,3,4,4a,9,9a-Hexahydro-1H-β-carboline 在 sodium tungstate 、 双氧水 作用下， 以 水 、 叔丁醇 为溶剂， 反应 0.42h， 以25%的产率得到3,4-dihydro-9-hydroxy-β-carboline
  参考文献：
  名称：

  1,2,3,4-四氢-9-羟基-b-咔啉的制备和新型重排反应及其在(±)-Coerulescine全合成中的应用

  摘要：

  Novel 9-hydroxy-beta-carboline derivatives were produced for the first time. A novel rearrangement reaction of 1,2,3,4-tetrahydro-9-hydroxy-beta-carbolines was discovered to give 3,3-disubstituted oxindoles, which was successfully applied to the total synthesis of (+/-)-coerulescine.

  DOI：

  10.3987/com-99-8743

文献信息

• ORGANIC LIGHT-EMITTING DIODE MATERIALS
  申请人：President and Fellows of Harvard College

  公开号：US20170244049A1

  公开（公告）日：2017-08-24

  Described herein are molecules for use in organic light emitting diodes. Example molecules comprise at least one acceptor moiety A, at least one donor moiety D, and optionally one or more bridge moieties B. Each moiety A is covalently attached to either the moiety B or the moiety D, each moiety D is covalently attached to either the moiety B or the moiety A, and each moiety B is covalently attached to at least one moiety A and at least one moiety D. Values and preferred values of moieties A, D, and B are defined herein.
• COMPOUNDS FOR ORGANIC LIGHT EMITTING DIODE MATERIALS
  申请人：President and Fellows of Harvard College

  公开号：US20200321533A1

  公开（公告）日：2020-10-08

  Described herein are molecules for use in organic light emitting diodes comprising at least one moiety A, at least one moiety D, and at least one moiety B.
• [EN] ORGANIC LIGHT-EMITTING DIODE MATERIALS<br/>[FR] MATÉRIAUX POUR DIODES ÉLECTROLUMINESCENTES ORGANIQUES
  申请人：HARVARD COLLEGE

  公开号：WO2015175678A1

  公开（公告）日：2015-11-19

  Described herein are molecules for use in organic light emitting diodes. Example molecules comprise at least one acceptor moiety A, at least one donor moiety D, and optionally one or more bridge moieties B. Each moiety A is covalently attached to either the moiety B or the moiety D, each moiety D is covalently attached to either the moiety B or the moiety A, and each moiety B is covalently attached to at least one moiety A and at least one moiety D. Values and preferred values of moieties A, D, and B are defined herein.
• [EN] ORGANIC LIGHT-EMITTING DIODE MATERIALS<br/>[FR] MATÉRIAUX DE DIODE ÉLECTROLUMINESCENTE ORGANIQUE
  申请人：HARVARD COLLEGE

  公开号：WO2017011531A2

  公开（公告）日：2017-01-19
• Preparation and a Novel Rearrangement Reaction of 1,2,3,4-Tetrahydro-9-hydroxy-b-carboline, and Their Applications for the Total Synthesis of (±)-Coerulescine
  作者：Masanori Somei、Koichi Noguchi、Ryutaro Yamagami、Yumiko Kawada、Koji Yamada、Fumio Yamada

  DOI：10.3987/com-99-8743

  日期：——

  Novel 9-hydroxy-beta-carboline derivatives were produced for the first time. A novel rearrangement reaction of 1,2,3,4-tetrahydro-9-hydroxy-beta-carbolines was discovered to give 3,3-disubstituted oxindoles, which was successfully applied to the total synthesis of (+/-)-coerulescine.