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【结 构 式】

【分子编号】44104

【品名】1-[4-[3-(1-trityl-1H-imidazol-4-yl)propoxy]phenyl]-1-ethanone

【CA登记号】

【 分 子 式 】C33H30N2O2

【 分 子 量 】486.61348

【元素组成】C 81.45% H 6.21% N 5.76% O 6.58%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(VII)

Urocanic acid (I) was hydrogenated to imidazolepropionic acid (II) and then esterified with EtOH and H2SO4. The resulting imidazole ester (III) was protected as the N-trityl derivative (IV) and then reduced to alcohol (V) by means of LiAlH4 (1). Coupling of (V) with 4'-hydroxyacetophenone (VI) under Mitsunobu conditions furnished ether (VII). The trityl protecting group of (VII) was then cleaved by acidic treatment to give (VIII). Finally, condensation of (VIII) with hydroxylamine provided the target E-oxime.

1 Derrick, I.; et al.; 3-Deoxyclocinnamox: The first high-affinity, nonpeptide mu-opioid antagonist lacking a phenolic hydroxyl group. J Med Chem 2000, 43, 17, 3348.
2 Imidazole derivs. as histamine receptor H3 (ant)agonists. EP 0760811; FR 2732017; JP 1998501001; WO 9629315 .
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) 27420 Urocanic acid; (E)-3-(1H-imidazol-4-yl)-2-propenoic acid 104-98-3 C6H6N2O2 详情 详情
(II) 27421 3-(1H-imidazol-4-yl)propionic acid C6H8N2O2 详情 详情
(III) 27422 ethyl 3-(1H-imidazol-4-yl)propanoate C8H12N2O2 详情 详情
(IV) 27423 ethyl 3-(1-trityl-1H-imidazol-4-yl)propanoate C27H26N2O2 详情 详情
(V) 27424 3-(1-trityl-1H-imidazol-4-yl)-1-propanol C25H24N2O 详情 详情
(VI) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(VII) 44104 1-[4-[3-(1-trityl-1H-imidazol-4-yl)propoxy]phenyl]-1-ethanone C33H30N2O2 详情 详情
(VIII) 44105 1-[4-[3-(1H-imidazol-4-yl)propoxy]phenyl]-1-ethanone C14H16N2O2 详情 详情
Extended Information