tert-butyl 2-formylthiazole-4-carboxylate | 1380359-01-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: tert-butyl 2-formylthiazole-4-carboxylate
• 英文别名: Tert-butyl 2-formyl-1,3-thiazole-4-carboxylate；tert-butyl 2-formyl-1,3-thiazole-4-carboxylate
• CAS: 1380359-01-2
• 化学式: C₉H₁₁NO₃S
• 分子量: 213.257
• InChiKey: MBSXFYROSXVRHM-UHFFFAOYSA-N

物化性质

• 沸点：
  321.2±34.0 °C(Predicted)
• 密度：
  1.245±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  84.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-formylthiazole-4-carboxylate 在 Candida antarctica lipase B 作用下， 以 四氢呋喃 、 异丙醚 为溶剂， 反应 18.0h， 生成 (S)-tert-butyl 2-(1-hydroxyallyl)thiazole-4-carboxylate
  参考文献：
  名称：

  Chemoenzymatic synthesis of highly enantiomerically enriched secondary alcohols with a thiazolic core

  摘要：

  Stereoselective preparative enzymatic acylation and hydrolysis/methanolysis of various C-substituted rac-thiazol-2-yl-methanols were achieved for the preparation of enantiopure or enantiomerically enriched, naturally occurring 2-hydroxymethylthiazoles. The absolute configurations of the resulting secondary alcohols were determined by a detailed H-1 NMR study of Mosher's derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.014
• 作为产物：
  描述：

  N-甲酰吗啉 、 2-溴噻唑-4-甲酸叔丁酯 在 lithium chloro-isopropyl-magnesium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 1.92h， 以63%的产率得到tert-butyl 2-formylthiazole-4-carboxylate
  参考文献：
  名称：

  Chemoenzymatic synthesis of highly enantiomerically enriched secondary alcohols with a thiazolic core

  摘要：

  Stereoselective preparative enzymatic acylation and hydrolysis/methanolysis of various C-substituted rac-thiazol-2-yl-methanols were achieved for the preparation of enantiopure or enantiomerically enriched, naturally occurring 2-hydroxymethylthiazoles. The absolute configurations of the resulting secondary alcohols were determined by a detailed H-1 NMR study of Mosher's derivatives. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.03.014

文献信息

• TRIFLUOROMETHYL ALCOHOLS AS MODULATORS OF RORyt
  申请人：Janssen Pharmaceutica NV

  公开号：US20160122336A1

  公开（公告）日：2016-05-05

  The present invention comprises compounds of Formula I. wherein: X, A 1 , A 2 , A 3 , A 4 , R 1 , R 2 , and R 3 are defined in the specification. The invention also comprises a method of treating or ameliorating a syndrome, disorder or disease, wherein said syndrome, disorder or disease is rheumatoid arthritis or psoriasis. The invention also comprises a method of modulating RORγt activity in a mammal by administration of a therapeutically effective amount of at least one compound of claim 1.

  本发明涉及I式化合物，其中：X，A1，A2，A3，A4，R1，R2和R3在说明书中有定义。本发明还涉及一种治疗或改善综合症、障碍或疾病的方法，其中所述的综合症、障碍或疾病是类风湿性关节炎或银屑病。本发明还涉及一种通过给哺乳动物投予至少一种权利要求1中的化合物的治疗有效量来调节RORγt活性的方法。
• US9850236B2
  申请人：——

  公开号：US9850236B2

  公开（公告）日：2017-12-26
• Chemoenzymatic synthesis of highly enantiomerically enriched secondary alcohols with a thiazolic core
  作者：Laura Pop、Pierrik Lassalas、László Csaba Bencze、Monica Ioana Toşa、Botond Nagy、Florin Dan Irimie、Christophe Hoarau

  DOI：10.1016/j.tetasy.2012.03.014

  日期：2012.4

  Stereoselective preparative enzymatic acylation and hydrolysis/methanolysis of various C-substituted rac-thiazol-2-yl-methanols were achieved for the preparation of enantiopure or enantiomerically enriched, naturally occurring 2-hydroxymethylthiazoles. The absolute configurations of the resulting secondary alcohols were determined by a detailed H-1 NMR study of Mosher's derivatives. (C) 2012 Elsevier Ltd. All rights reserved.