(4-Acetyl-5-methyl-1-pentanoylamino-1H-pyrrol-2-yl)-acetic acid methyl ester | 230627-23-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-Acetyl-5-methyl-1-pentanoylamino-1H-pyrrol-2-yl)-acetic acid methyl ester
• CAS: 230627-23-3
• 化学式: C₁₅H₂₂N₂O₄
• 分子量: 294.351
• InChiKey: XMMVTVWJTVTTKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  77.4
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (4-Acetyl-5-methyl-1-pentanoylamino-1H-pyrrol-2-yl)-acetic acid methyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (4-Acetyl-5-methyl-1-{pentanoyl-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amino}-1H-pyrrol-2-yl)-acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of biphenylyltetrazole derivatives of 1-aminopyrroles as angiotensin II antagonists

  摘要：

  Based on preliminary molecular modelling study, the synthesis of two different classes of biphenylyltetrazole derivatives of 1-aminopyrroles, as potentially active non-peptide angiotensin II (AII) antagonists, is reported. Some NH-Boc protected l-aminopyrroles were deprotected, N-acylated, N-alkylated with 5-[4'-bromomethyl-1,1'-biphenyl-2-yl]-1-triphenylmethyl-1H-tetrazo le, and then detritylated to give the first class of title compounds. Other 1-NH-Boc protected 1,2-diaminopyrroles were regioselectively subjected to the 1-alkylation with 5-[4'-bromomethyl-1,1'-biphenyl-2-yl]-1-triphenylmethyl-1H-tetrazo le, to the acylation of the amino group at 2-position of the pyrrole ring, and then to the detritylation process to yield the second class of title compounds.

  DOI：

  10.1016/s0014-827x(98)00100-1
• 作为产物：
  描述：

  (4-Acetyl-1-tert-butoxycarbonylamino-5-methyl-1H-pyrrol-2-yl)-acetic acid methyl ester 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 生成 (4-Acetyl-5-methyl-1-pentanoylamino-1H-pyrrol-2-yl)-acetic acid methyl ester
  参考文献：
  名称：

  Synthesis of biphenylyltetrazole derivatives of 1-aminopyrroles as angiotensin II antagonists

  摘要：

  Based on preliminary molecular modelling study, the synthesis of two different classes of biphenylyltetrazole derivatives of 1-aminopyrroles, as potentially active non-peptide angiotensin II (AII) antagonists, is reported. Some NH-Boc protected l-aminopyrroles were deprotected, N-acylated, N-alkylated with 5-[4'-bromomethyl-1,1'-biphenyl-2-yl]-1-triphenylmethyl-1H-tetrazo le, and then detritylated to give the first class of title compounds. Other 1-NH-Boc protected 1,2-diaminopyrroles were regioselectively subjected to the 1-alkylation with 5-[4'-bromomethyl-1,1'-biphenyl-2-yl]-1-triphenylmethyl-1H-tetrazo le, to the acylation of the amino group at 2-position of the pyrrole ring, and then to the detritylation process to yield the second class of title compounds.

  DOI：

  10.1016/s0014-827x(98)00100-1