tert-butyl ((5-acetylthiophen-2-yl)methyl)carbamate | 1314538-76-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl ((5-acetylthiophen-2-yl)methyl)carbamate
• 英文别名: Carbamic acid, N-[(5-acetyl-2-thienyl)methyl]-, 1,1-dimethylethyl ester；tert-butyl N-[(5-acetylthiophen-2-yl)methyl]carbamate
• CAS: 1314538-76-5
• 化学式: C₁₂H₁₇NO₃S
• 分子量: 255.338
• InChiKey: DQSUJMRRVVUQHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl ((5-acetylthiophen-2-yl)methyl)carbamate 在 phenyltrimethylammonium tribromide 作用下， 以 四氢呋喃 为溶剂， 以24 %的产率得到tert-butyl ((5-(2-bromoacetyl)thiophen-2-yl)methyl)carbamate
  参考文献：
  名称：

  [EN] COMPOUNDS AND USE THEREOF AS HDAC6 INHIBITORS
  [FR] COMPOSÉS ET LEUR UTILISATION COMME INHIBITEURS D'HDAC6

  摘要：

  The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt and/or solvate thereof, wherein Y1is a 9- or 10-membered bicyclic heteroaryl, Y2is a 5-membered heteroaryl, Z1is selected from (C=O)-R9, S(O)-R9and S(O2)-R9, L is an alkyl-, cycloalkyl- or heterocycloalkyl-based linker, and R1and R9may be various groups. The present invention further relates to a compound of formula (I) as HDAC6 inhibitor, typically for use in the treatment and/or the prevention of an HDAC6-associated disease, such as cancers, neurodegenerative diseases, neuropathies or cardiovascular diseases.

  公开号：

  WO2023118507A2
• 作为产物：
  描述：

  tert-butyl ((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)carbamate 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium hydrogen bifluoride 、 palladium diacetate 、 potassium carbonate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 22.0h， 生成 tert-butyl ((5-acetylthiophen-2-yl)methyl)carbamate
  参考文献：
  名称：

  Synthesis and Suzuki–Miyaura Cross-Coupling Reactions of Potassium Boc-Protected Aminomethyltrifluoroborate with Aryl and Hetaryl Halides

  摘要：

  Potassium Boc-protected aminomethyltrifluoroborate, a primary aminomethyl equivalent, was synthesized successfully through a "one-pot" process. With this trifluoroborate, Suzuki-Miyaura cross-coupling reactions were investigated with a variety of both aryl and hetaryl chlorides in good to excellent yields.

  DOI：

  10.1021/ol2014768

文献信息

• Synthesis and Suzuki–Miyaura Cross-Coupling Reactions of Potassium Boc-Protected Aminomethyltrifluoroborate with Aryl and Hetaryl Halides
  作者：Gary A. Molander、Inji Shin

  DOI：10.1021/ol2014768

  日期：2011.8.5

  Potassium Boc-protected aminomethyltrifluoroborate, a primary aminomethyl equivalent, was synthesized successfully through a "one-pot" process. With this trifluoroborate, Suzuki-Miyaura cross-coupling reactions were investigated with a variety of both aryl and hetaryl chlorides in good to excellent yields.
• [EN] COMPOUNDS AND USE THEREOF AS HDAC6 INHIBITORS<br/>[FR] COMPOSÉS ET LEUR UTILISATION COMME INHIBITEURS D'HDAC6
  申请人：[en]AUGUSTINE THERAPEUTICS

  公开号：WO2023118507A2

  公开（公告）日：2023-06-29

  The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt and/or solvate thereof, wherein Y1is a 9- or 10-membered bicyclic heteroaryl, Y2is a 5-membered heteroaryl, Z1is selected from (C=O)-R9, S(O)-R9and S(O2)-R9, L is an alkyl-, cycloalkyl- or heterocycloalkyl-based linker, and R1and R9may be various groups. The present invention further relates to a compound of formula (I) as HDAC6 inhibitor, typically for use in the treatment and/or the prevention of an HDAC6-associated disease, such as cancers, neurodegenerative diseases, neuropathies or cardiovascular diseases.