tert-butyl (3R)-4-[(3aR,8bS)-2,2-dimethyl-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-1-yl]-4-oxo-3-[[4-(trifluoromethylsulfonyloxy)phenyl]methyl]butanoate | 403657-46-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: tert-butyl (3R)-4-[(3aR,8bS)-2,2-dimethyl-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-1-yl]-4-oxo-3-[[4-(trifluoromethylsulfonyloxy)phenyl]methyl]butanoate
• CAS: 403657-46-5
• 化学式: C₂₈H₃₂F₃NO₇S
• 分子量: 583.626
• InChiKey: GNSYFLDEBJRKDJ-CKUXNOBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  40
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl (3R)-4-[(3aR,8bS)-2,2-dimethyl-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-1-yl]-4-oxo-3-[[4-(trifluoromethylsulfonyloxy)phenyl]methyl]butanoate 在 Pd-BaSO₄ palladium diacetate 、 氢气 、 sodium carbonate 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三苯基膦 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 N1-[2(R)-hydroxy-1(S)-indanyl]-N4-hydroxy-2(R)-[[4-(3-methoxyphenyl)phenyl]methyl]butanediamide
  参考文献：
  名称：

  Potent P1′ biphenylmethyl substituted aggrecanase inhibitors

  摘要：

  A series of cis-1(S)2(R)-amino-2-indanol based compounds with a biphenylmethyl group at the P1' position was found to be potent aggrecanase inhibitors. Both compounds 2j and 2n possessed very high aggrecanase affinity (IC50 = 1.5 nM), and showed excellent selectivity over MMP-1 and MMP-9, with moderate selectivity against MMP-2. (C) 2001 Bristol-Myers Squibb Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00704-1
• 作为产物：
  描述：

  N-(1S,2R-N,O-dimethylacetonide-indanyl)-2R-(3-benzyloxy-phenylmethyl)-3-(tert-butoxycarbonyl)propanamide 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 tert-butyl (3R)-4-[(3aR,8bS)-2,2-dimethyl-4,8b-dihydro-3aH-indeno[1,2-d][1,3]oxazol-1-yl]-4-oxo-3-[[4-(trifluoromethylsulfonyloxy)phenyl]methyl]butanoate
  参考文献：
  名称：

  Potent P1′ biphenylmethyl substituted aggrecanase inhibitors

  摘要：

  A series of cis-1(S)2(R)-amino-2-indanol based compounds with a biphenylmethyl group at the P1' position was found to be potent aggrecanase inhibitors. Both compounds 2j and 2n possessed very high aggrecanase affinity (IC50 = 1.5 nM), and showed excellent selectivity over MMP-1 and MMP-9, with moderate selectivity against MMP-2. (C) 2001 Bristol-Myers Squibb Company. Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00704-1