• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【药物名称】BN-81674

【化学名称】1,1-Dipentyl-3(R)-(4-phenyl-1H-imidazol-2-yl)-2,3,4,9-tetrahydro-1H-beta-carboline
      1,1-Dipentyl-3(R)-(4-phenyl-1H-imidazol-2-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

【CA登记号】252278-73-2

【 分 子 式 】C30H38N4

【 分 子 量 】454.66416

【开发单位】Institut Henri Beaufour (Originator)

【药理作用】PHARMACOLOGICAL TOOLS, Somatostatin srif1C (sst3) Antagonists

合成路线1

Phenacyl ester (III) was prepared by treatment of the cesium salt of N-Boc-tryptophan (I) with 2-bromoacetophenone (II) in DMF. Cyclization of keto ester (III) with ammonium acetate in refluxing xylene yielded the target imidazole (IV). Acidic Boc group deprotection of (IV) then gave amine (V). Finally, Pictet-Spengler cyclization of (V) with 6-undecanone (VI) provided the desired tetrahydrocarboline.

1 Poitout, L.; et al.; Identification of potent non-peptide somatostatin antagonists with sst3 selectivity. J Med Chem 2001, 44, 18, 2990.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 16114 N-alpha-t-BOC-L-tryptophan; (2S)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propionic acid 13139-14-5 C16H20N2O4 详情 详情
(II) 10315 2-Bromo-1-phenyl-ethanone; 2-Bromo-1-phenyl-1-ethanone 70-11-1 C8H7BrO 详情 详情
(III) 50501 2-oxo-2-phenylethyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(1H-indol-3-yl)propanoate C24H26N2O5 详情 详情
(IV) 50502 tert-butyl (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)ethylcarbamate C24H26N4O2 详情 详情
(V) 50503 (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)-1-ethanamine; (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)ethylamine C19H18N4 详情 详情
(VI) 50504 6-Hendecanone; 6-Undecanone; Di-n-amyl ketone; Diamyl ketone 927-49-1 C11H22O 详情 详情
Extended Information