1,3,4,11a-tetrahydro-10H-2-oxa-4a,10-diazadibenzo[a,d]cycloheptene-5,11-dione | 285559-78-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 1,3,4,11a-tetrahydro-10H-2-oxa-4a,10-diazadibenzo[a,d]cycloheptene-5,11-dione
• 英文别名: 1,3,4,12a-tetrahydro-11H-[1,4]-oxanio[3,4-c][1,4]benzodiazepine-6,12-dione；2,4,4a,6-tetrahydro-1H-[1,4]oxazino[3,4-c][1,4]benzodiazepine-5,11-dione
• CAS: 285559-78-6
• 化学式: C₁₂H₁₂N₂O₃
• 分子量: 232.239
• InChiKey: HAIIWSGGABGJHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,4,11a-tetrahydro-10H-2-oxa-4a,10-diazadibenzo[a,d]cycloheptene-5,11-dione 在 lithium aluminium tetrahydride 、 二对甲苯酰基-L-酒石酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 生成 (S)-(+)-3,4,5,10,11,11a-hexahydro-1H-2-oxa-4a,10-diazadibenzo[a,d]cycloheptene
  参考文献：
  名称：

  Synthesis, resolution, and absolute configuration of novel tricyclic benzodiazepines

  摘要：

  The synthesis, resolution, and stereochemical characterization of novel piperazino-, thiazino-, and oxazinoberizodiazepines are described. The absolute stereochemistry of the heterotricycles was determined by using X-ray crystallography and the enantiomeric purity was determined by using Pirkle-solvent NMR techniques and chiral HPLC. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.028
• 作为产物：
  描述：

  3-吗啉甲酸甲酯 在 铁粉 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 1,3,4,11a-tetrahydro-10H-2-oxa-4a,10-diazadibenzo[a,d]cycloheptene-5,11-dione
  参考文献：
  名称：

  Synthesis, resolution, and absolute configuration of novel tricyclic benzodiazepines

  摘要：

  The synthesis, resolution, and stereochemical characterization of novel piperazino-, thiazino-, and oxazinoberizodiazepines are described. The absolute stereochemistry of the heterotricycles was determined by using X-ray crystallography and the enantiomeric purity was determined by using Pirkle-solvent NMR techniques and chiral HPLC. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.02.028

文献信息

• Reaction Safety:  An Improved Procedure for the Preparation of 1,3,4,12a-Tetrahydro-11<i>H</i>-[1,4]-oxanio[3,4-<i>c</i>][1,4]benzodiazepine-6,12-dione with Iron in Acetic Acid
  作者：Jeffrey Grimm、Fuqiang Liu、Stephen Stefanick、Kirk L. Sorgi、Cynthia A. Maryanoff

  DOI：10.1021/op034073p

  日期：2003.11.1

  development of an improved scaleable process to prepare 1,3,4,12a-tetrahydro-11H-[1,4]-oxanio[3,4-c][1,4]benzodiazepine-6,12-dione, 2, in a safe and operationally simple procedure using iron powder in acetic acid. The original procedure being used to prepare initial quantities of this material also involves the use of iron with acetic acid. However, these original reaction conditions are not amenable

  该贡献描述了制备 1,3,4,12a-四氢-11H-[1,4]-oxanio[3,4-c][1,4]benzodiazepine-6,12-dione 的改进的可扩展工艺的开发, 2, 在安全和操作简单的过程中使用乙酸中的铁粉。用于制备这种材料的初始数量的原始程序还涉及使用铁和乙酸。然而，由于安全和操作问题，这些原始反应条件不适合放大。反应量热法用于评估对原始条件的修改，这些修改导致改进的程序已被开发和缩放，以生产用于初始开发研究的多公斤材料。
• TRICYCLIC BENZODIAZEPINES AS VASOPRESSIN RECEPTOR ANTAGONISTS
  申请人：Ortho-McNeil Pharmaceutical, Inc.

  公开号：EP1147115B3

  公开（公告）日：2008-12-24
• US7317005B2
  申请人：——

  公开号：US7317005B2

  公开（公告）日：2008-01-08