dl-thioxobiotin

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: dl-thioxobiotin
• 英文别名: Thioxobiotin；5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-2-sulfanylidenepentanoic acid
• 化学式: C₁₀H₁₄N₂O₃S₂
• 分子量: 274.365
• InChiKey: QEOBHFGOIDUDKI-GEVIPFJHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  136
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dl-thioxobiotin 、 1-bromoethanol 在 sodium carbonate 作用下， 以148 mg (62%)的产率得到D-生物素
  参考文献：
  名称：

  Process for the preparation of biotin

  摘要：

  描述了一种制备生物素的新工艺，包括通过将适当噻唑烷的三氟化硼加合物与酯烯醇酸金属衍生物接触，还原酯，水解噻唑烷基团，以及水解或氧化所得化合物。还介绍了通过上述工艺获得的生物素制备中间体以及制备这些中间体的替代方法。此外还提供了一种制备d-生物素的新工艺。

  公开号：

  US04468516A1

文献信息

• Imidazolidinone precursors for the preparation of biotin
  申请人：Pfizer Inc.

  公开号：US04694087A1

  公开（公告）日：1987-09-15

  A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1,5c]tetrahydro thiazoles by contacting the boron trifluoride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.

  本文描述了一种制备生物素的新工艺，包括通过将适当噻唑环的三氟化硼加合物与酯烯醇金属衍生物接触，还原酯，水解噻唑烷基团并水解或氧化所得化合物，制备取代的3H，5H-咪唑[1,5c]四氢噻唑。同时还介绍了通过上述工艺制备生物素的中间体和替代制备该中间体的方法。此外，还给出了一种制备d-生物素的新工艺。
• Bicyclic precursors for the preparation of biotin
  申请人：Pfizer Inc.

  公开号：US04732988A1

  公开（公告）日：1988-03-22

  A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1, 5c]tetrahydro thiazoles by contacting the boron trifluoride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.

  本文介绍了一种制备生物素的新工艺，包括通过将适当的噻唑环硼氟化物加合物与酯烯醇金属衍生物接触，还原酯基，水解噻唑烷基并水解或氧化所得化合物来制备取代的3H，5H-咪唑[1，5c]四氢噻唑。本文还介绍了通过上述工艺制备生物素时得到的中间体以及制备该中间体的替代方法。此外，本文还提供了一种制备D-生物素的新工艺。
• Thiazole precursors for the preparation of biotin
  申请人：Pfizer Inc.

  公开号：US04631345A1

  公开（公告）日：1986-12-23

  A novel process is described for preparation of biotin comprising preparation of substituted 3H, 5H-imidazo[1, 5c]tetrahydro thiazoles by contacting the boron triflouride adduct of an appropriate thiazoline with the metallic derivative of an ester enolate, reducing the ester, hydrolyzing the thiazolidine moiety and hydrolyzing or oxidizing the resultant compound. Intermediates obtained in the preparation of biotin by the above process and alternate procedures for preparing said intermediates are also presented. A novel process for preparation of d-biotin is also given.

  本文描述了一种制备生物素的新方法，包括通过将适当的噻唑环硼三氟化物加合物与酯酮金属衍生物接触，还原酯，水解噻唑烷基并水解或氧化所得化合物，制备取代的3H、5H-咪唑[1,5c]四氢噻唑。还介绍了通过上述方法制备生物素中间体和替代程序的方法。此外，还提供了一种制备D-生物素的新方法。
• Nucleic acid probes comprising N4 -(substituted amino)cytidines
  申请人：SISKA DIAGNOSTICS,INC.

  公开号：EP0209996A2

  公开（公告）日：1987-01-28

  Nucleic acid hybridization probes are provided which comprise an N4-(substituted amino) cytosine moiety, wherein the substituted amino group comprises a tag moiety, whereby the probe is detected. Methods of preparing probes of the Invention, intermediates used in such methods, and methods of using the probes of the invention in hybridization assays are also provided. Typical tag moieties employed with the probes of the invention are biotinyl, aminothiadiazole and fluorescein derivatives, connected to N4-amino groups of modified cytosines of the probe through linker moieties.

  本发明提供的核酸杂交探针包含 N4-(取代氨基)胞嘧啶分子，其中取代氨基包含标记分子，从而可以检测探针。此外，还提供了制备本发明探针的方法、用于此类方法的中间产物以及在杂交检测中使用本发明探针的方法。本发明探针使用的典型标记分子是生物素基、氨基噻二唑和荧光素衍生物，通过连接分子与探针的修饰胞嘧啶的 N4-氨基相连。
• Novel process for the preparation of biotin
  申请人：PFIZER INC.

  公开号：EP0094776B1

  公开（公告）日：1988-06-22