2-(diethoxymethyl)-1,3-thiazole-4-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(diethoxymethyl)-1,3-thiazole-4-carboxylic acid
• 英文别名: 2-(diethoxymethyl)thiazole-4-carboxylic acid；2-(Diethoxymethyl)thiazole-4-carboxylic acid
• 化学式: C₉H₁₃NO₄S
• 分子量: 231.273
• InChiKey: RIWZIGUBEVHWJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  96.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(diethoxymethyl)-1,3-thiazole-4-carboxylic acid 、 氯甲酸乙酯 在 三乙胺 、 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以85%的产率得到2-(diethoxymethyl)thiazole-4-carboxamide
  参考文献：
  名称：

  Synthesis of saramycetic acid

  摘要：

  The first reported synthesis of saramycetic acid, a degradation product of the complex thiopeptide antibiotic cyclothiazomycin, is achieved in nine steps and 11% overall yield from diethoxyacetonitrile by a strategy, which incorporates two Hantzsch thiazole syntheses using thioamides prepared from the corresponding nitriles without the use of gaseous H2S. The synthetic material was transformed to methyl saramycetate, which had spectroscopic Properties in excellent agreement with the literature data. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.111
• 作为产物：
  描述：

  3-(二乙氧基甲基)异噻唑 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以64%的产率得到2-(diethoxymethyl)-1,3-thiazole-4-carboxylic acid
  参考文献：
  名称：

  Synthesis of saramycetic acid

  摘要：

  The first reported synthesis of saramycetic acid, a degradation product of the complex thiopeptide antibiotic cyclothiazomycin, is achieved in nine steps and 11% overall yield from diethoxyacetonitrile by a strategy, which incorporates two Hantzsch thiazole syntheses using thioamides prepared from the corresponding nitriles without the use of gaseous H2S. The synthetic material was transformed to methyl saramycetate, which had spectroscopic Properties in excellent agreement with the literature data. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.111

文献信息

• [EN] TUBULYSIN ANALOGS AND METHODS FOR THEIR PREPARATION<br/>[FR] ANALOGUES DE LA TUBULYSINE ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：PFIZER

  公开号：WO2017134547A1

  公开（公告）日：2017-08-10

  The present invention is directed to novel cytotoxic tubulysin analogs and derivatives, to antibody drug conjugates thereof, and to methods for using the same to treat medical conditions including cancer.

  本发明涉及新的细胞毒性的管素类似物和衍生物，以及它们的抗体药物偶联物，以及使用它们治疗包括癌症在内的医疗状况的方法。
• CONJUGATION LINKERS, CELL BINDING MOLECULE-DRUG CONJUGATES CONTAINING THE LIKERS, METHODS OF MAKING AND USES SUCH CONJUGATES WITH THE LINKERS
  申请人：Hangzhou Dac Biotech Co., Ltd.

  公开号：EP3888691A1

  公开（公告）日：2021-10-06

  The present invention relates to linkers having a group of propiolyl, substituted acryl (acryloyl), or disubstituted propanoyl, and using such linkers for the conjugation of compounds, in particular, cytotoxic agents to a cell-binding molecule.

  本发明涉及具有丙氧基、取代丙烯酰（丙烯酰）或二取代丙酰基团的连接体，以及使用这种连接体将化合物，特别是细胞毒剂与细胞结合分子连接。
• Tubulysin analogs and methods for their preparation
  申请人：PFIZER INC.

  公开号：US10723727B2

  公开（公告）日：2020-07-28

  The present invention is directed to novel cytotoxic tubulysin analogs and derivatives, to antibody drug conjugates thereof, and to methods for using the same to treat medical conditions including cancer.

  本发明涉及新型细胞毒性管胞素类似物和衍生物、其抗体药物共轭物以及用其治疗包括癌症在内的病症的方法。
• TUBULYSIN ANALOGS AND METHODS FOR THEIR PREPARATION
  申请人：Pfizer Inc.

  公开号：EP3411371A1

  公开（公告）日：2018-12-12
• CONJUGATION OF A CYTOTOXIC DRUG WITH BIS-LINKAGE
  申请人：Hangzhou Dac Biotech Co., Ltd

  公开号：EP3606922A1

  公开（公告）日：2020-02-12