4-{2-[(S)-2-(4-Bromo-benzenesulfonylamino)-2-ethoxycarbonyl-ethylcarbamoyl]-1H-indol-5-yloxymethyl}-piperidine-1-carboxylic acid tert-butyl ester | 237059-38-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-{2-[(S)-2-(4-Bromo-benzenesulfonylamino)-2-ethoxycarbonyl-ethylcarbamoyl]-1H-indol-5-yloxymethyl}-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 4-[[2-[[(2S)-2-[(4-bromophenyl)sulfonylamino]-3-ethoxy-3-oxopropyl]carbamoyl]-1H-indol-5-yl]oxymethyl]piperidine-1-carboxylate
• CAS: 237059-38-0
• 化学式: C₃₁H₃₉BrN₄O₈S
• 分子量: 707.643
• InChiKey: OUOUPMDUBWFDIE-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  45
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  165
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-{2-[(S)-2-(4-Bromo-benzenesulfonylamino)-2-ethoxycarbonyl-ethylcarbamoyl]-1H-indol-5-yloxymethyl}-piperidine-1-carboxylic acid tert-butyl ester 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 以84%的产率得到(S)-2-(4-Bromo-benzenesulfonylamino)-3-{[5-(piperidin-4-ylmethoxy)-1H-indole-2-carbonyl]-amino}-propionic acid ethyl ester
  参考文献：
  名称：

  Non-peptide fibrinogen receptor antagonists. 41. The synthesis of [3H]L-756,568

  摘要：

  The synthesis of [H-3]L-756,568, an orally active fibrinogen receptor antagonist, is described. Two synthetic pathways were developed using either bromoindoles 2a/2b or bromoaryl sulfonamide 11 as the precursor. Use of the bromoaryl sulfonamide precursor led to [H-3]L-756,568 with higher radiochemical purity, higher radiochemical yield, and slightly higher specific activity.

  DOI：

  10.1002/(sici)1099-1344(199906)42:6<605::aid-jlcr222>3.0.co;2-l
• 作为产物：
  描述：

  (2S)-2-Benzyloxycarbonylamino-3-t-butoxycarbonylaminopropanoic acid ethyl ester 在 palladium on activated charcoal N-甲基吗啉 、 盐酸 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 生成 4-{2-[(S)-2-(4-Bromo-benzenesulfonylamino)-2-ethoxycarbonyl-ethylcarbamoyl]-1H-indol-5-yloxymethyl}-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Non-peptide fibrinogen receptor antagonists. 41. The synthesis of [3H]L-756,568

  摘要：

  The synthesis of [H-3]L-756,568, an orally active fibrinogen receptor antagonist, is described. Two synthetic pathways were developed using either bromoindoles 2a/2b or bromoaryl sulfonamide 11 as the precursor. Use of the bromoaryl sulfonamide precursor led to [H-3]L-756,568 with higher radiochemical purity, higher radiochemical yield, and slightly higher specific activity.

  DOI：

  10.1002/(sici)1099-1344(199906)42:6<605::aid-jlcr222>3.0.co;2-l

文献信息

• Non-peptide fibrinogen receptor antagonists. 41. The synthesis of [3H]L-756,568
  作者：Terence G. Hamill、John H. Hutchinson、Karen M. Brashear、George D. Hartman

  DOI：10.1002/(sici)1099-1344(199906)42:6<605::aid-jlcr222>3.0.co;2-l

  日期：1999.6

  The synthesis of [H-3]L-756,568, an orally active fibrinogen receptor antagonist, is described. Two synthetic pathways were developed using either bromoindoles 2a/2b or bromoaryl sulfonamide 11 as the precursor. Use of the bromoaryl sulfonamide precursor led to [H-3]L-756,568 with higher radiochemical purity, higher radiochemical yield, and slightly higher specific activity.