isoreserpiline | 572-67-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 育亨宾生物碱
• 英文名称: isoreserpiline
• 英文别名: Isoreserpilin；methyl (1S,15S,16S,20S)-6,7-dimethoxy-16-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,18-pentaene-19-carboxylate
• CAS: 572-67-8
• 化学式: C₂₃H₂₈N₂O₅
• 分子量: 412.486
• InChiKey: FGWJRZQNNZVCHR-HAHWVIBASA-N

物化性质

• 熔点：
  211-212 °C (sublm)(Solv: ethyl ether (60-29-7))
• 沸点：
  569.9±50.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  isoreserpiline 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 Isoreserpilin-Ψ-indoxyl
  参考文献：
  名称：

  吲哚碱的氧化转化。3.拟南芥碱中的假吲哚，并将其转化为“反转”碱。

  摘要：

  DOI：

  10.1021/ja01088a024
• 作为产物：
  描述：

  (1S,4aS,8aS)-methyl 1-methyl-4a,5,6,7,8,8a-hexahydro-1H-pyrano [3,4-c]pyridine-4-carboxylate 在 sodium tetrahydroborate 、 mercury(II) diacetate 、 碳酸氢钠 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.5h， 生成 isoreserpiline
  参考文献：
  名称：

  Sakai, Shin-ichiro; Saito, Naoki; Hirose, Naohiro, Heterocycles, 1982, vol. 17, p. 99 - 103

  摘要：

  DOI：

文献信息

• Dischroïsme circulaire des alcaloïdes du groupe de l'hétéroyohimbane
  作者：Elisabeth Seguin、Michel Koch、Alain Ahond、Jean Gulhem、Christiane Poupat、Pierre Potier

  DOI：10.1002/hlca.19830660717

  日期：1983.11.2

  Circular Dischroism of Heteroyohimbane-Type Alkaloids

  杂育亨宾类生物碱的循环二向色性
• Process for extracting alpha yohimbine (rauwolscine) from Rauwolfia species
  申请人：Goel Pawan Kumar

  公开号：US10730869B2

  公开（公告）日：2020-08-04

  Present invention discloses a novel, commercially viable process for extraction of Alpha yohimbine from the bark, stem and leaves of Rauwolfia species. The extract is obtained by a precipitation method involving alternate steps of acidification and alkalization along with use of specific organic solvents. The extract gives higher yield of 7-8 fold as compared to other processes and without use of any column chromatography at all. Yield of alpha yohimbine from roots and leaves of Rauwolfia canescens by process of present invention was 0.017% and 0.4% respectively, indicating that leaves are a much better source. The HPLC analysis of the compound obtained indicated a purity of >90%.

  本发明公开了一种新颖的、商业上可行的工艺，用于从 Rauwolfia 树种的树皮、茎和叶中提取 Alpha Yohimbine。这种提取物是通过沉淀法提取的，其中包括酸化和碱化交替步骤以及使用特定的有机溶剂。与其他工艺相比，这种提取物的产量要高出 7-8 倍，而且完全不需要使用任何柱层析法。用本发明的工艺从 Rauwolfia canescens 的根和叶中提取的甲型育亨宾的产量分别为 0.017% 和 0.4%，这表明叶是更好的来源。对获得的化合物进行的 HPLC 分析表明，其纯度大于 90%。
• Clivage de la liaison 12a–12b d'indolo (2,3-a) quinolizidines au moyen du melange reducteur acide formique-formamide
  作者：Françoise Sigaut-Titeux、Marie-Josephe Hoizey、Louisette Le Men-Olivier、Jean Levy、Jean LeMen

  DOI：10.1016/s0040-4039(01)86831-3

  日期：1978.1
• NOVEL PROCESS FOR EXTRACTING ALPHA YOHIMBINE (RAUWOLSCINE) FROM RAUWOLFIA SPECIES
  申请人：GOEL Pawan Kumar

  公开号：US20190330203A1

  公开（公告）日：2019-10-31

  Present invention discloses a novel, commercially viable process for extraction of Alpha yohimbine from the bark, stem and leaves of Rauwolfia species. The extract is obtained by a precipitation method involving alternate steps of acidification and alkalization along with use of specific organic solvents. The extract gives higher yield of 7-8 fold as compared to other processes and without use of any column chromatography at all. Yield of alpha yohimbine from roots and leaves of Rauwolfia canescens by process of present invention was 0.017% and 0.4% respectively, indicating that leaves are a much better source. The HPLC analysis of the compound obtained indicated a purity of >90%.
• HIGH PURITY ALPHA YOHIMBINE (RAUWOLSCINE) FROM RAUWOLFIA SPECIES
  申请人：GOEL Pawan Kumar

  公开号：US20200385378A1

  公开（公告）日：2020-12-10

  Present invention discloses a novel, commercially viable process for extraction of Alpha yohimbine from the bark, stem and leaves of Rauwolfia species. The extract is obtained by a precipitation method involving alternate steps of acidification and alkalization along with use of specific organic solvents. The extract gives higher yield of 7-8 fold as compared to other processes and without use of any column chromatography at all. Yield of alpha yohimbine from roots and leaves of Rauwolfia canescens by process of present invention was 0.017% and 0.4% respectively, indicating that leaves are a much better source. The HPLC analysis of the compound obtained indicated a purity of >90%.