tert-butyl (R)-(4-((4-(3-(1H-imidazol-1-yl)phenyl)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate | 939802-96-7

• 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 (R)-(4-((4-(3-(1H-imidazol-1-yl)phenyl)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate
• CAS: 939802-96-7
• 化学式: C₂₉H₃₃F₃N₄O₅S
• 分子量: 606.666
• InChiKey: LASOVZAGZXESNO-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  42.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  119.39
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (R)-(4-((4-(3-(1H-imidazol-1-yl)phenyl)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 (3R)-3-amino-N-[4-(3-imidazol-1-ylphenyl)-1,1-dioxothian-4-yl]-4-(2,4,5-trifluorophenyl)butanamide
  参考文献：
  名称：

  Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides as potent and selective dipeptidyl peptidase IV inhibitors

  摘要：

  A series of novel 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides were investigated as dipeptidyl peptidase IV (DPP-4) inhibitors. Introduction of a 4-phenylthiazol-2-yl group showed highly potent DPP-4 inhibitory activity. Among various derivatives, (3R)-3-amino-N-(4-(4-phenylthiazol-2-yl)-tetrahydro-2H-thiopyran-4-yl)-4-(2,4,5-trifluorophenyl)butanamide 1,1-dioxide (30) reduced blood glucose excursion in an oral glucose tolerance test by oral administration. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.099
• 作为产物：
  描述：

  4-(3-Iodophenyl)thian-4-ol 在 N-甲基咪唑 、 copper(l) iodide 、 1,10-菲罗啉 、 硫酸 、 caesium carbonate 、 溶剂黄146 、 硫脲 、 对甲苯磺酰氯 、 间氯过氧苯甲酸 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 溶剂黄146 、 乙腈 为溶剂， 生成 tert-butyl (R)-(4-((4-(3-(1H-imidazol-1-yl)phenyl)-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)amino)-4-oxo-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate
  参考文献：
  名称：

  Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides as potent and selective dipeptidyl peptidase IV inhibitors

  摘要：

  A series of novel 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides were investigated as dipeptidyl peptidase IV (DPP-4) inhibitors. Introduction of a 4-phenylthiazol-2-yl group showed highly potent DPP-4 inhibitory activity. Among various derivatives, (3R)-3-amino-N-(4-(4-phenylthiazol-2-yl)-tetrahydro-2H-thiopyran-4-yl)-4-(2,4,5-trifluorophenyl)butanamide 1,1-dioxide (30) reduced blood glucose excursion in an oral glucose tolerance test by oral administration. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.099