(2S)-2-amino-N-((3S,4S)-3-hydroxy-1-{2-[3-(2-pyridinyl)phenyl]acetyl}azepanyl)-4-methylpentanamide -Drug Synthesis Database

【结构式】

【分子编号】57662

【品名】(2S)-2-amino-N-((3S,4S)-3-hydroxy-1-{2-[3-(2-pyridinyl)phenyl]acetyl}azepanyl)-4-methylpentanamide

【CA登记号】

【分子式】C₂₅H₃₄N₄O₃

【分子量】438.57012

【元素组成】C 68.47% H 7.81% N 12.77% O 10.94%

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：(XIII)

Acidic cleavage of the Boc protecting group of (XII) affords amine (XIII). This is coupled with 5-[2-(morpholin-4-yl)ethoxy]benzofuran-2-carboxylic acid (XIV) using EDC to furnish amide (XV). The azepine 3-hydroxyl group of (XV) is finally oxidized to the target ketone using DMSO in the presence of sulfur trioxide-pyridine complex.

参考文献中间体

合成目标

【1】 Cummings, M.D.; Veber, D.F.; Yamashita, D.; Ru, Y.; Marquis, R.W. Jr.; Thompson, S.K. (SmithKline Beecham Corp.); Protease inhibitors. EP 1158986; WO 0038687 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XII)	57661	tert-butyl (1S)-1-{[((3S,4S)-3-hydroxy-1-{2-[3-(2-pyridinyl)phenyl]acetyl}azepanyl)amino]carbonyl}-3-methylbutylcarbamate	C₃₀H₄₂N₄O₅	详情	详情
(XIII)	57662	(2S)-2-amino-N-((3S,4S)-3-hydroxy-1-{2-[3-(2-pyridinyl)phenyl]acetyl}azepanyl)-4-methylpentanamide	C₂₅H₃₄N₄O₃	详情	详情
(XIV)	50913	5-[2-(4-morpholinyl)ethoxy]-1-benzofuran-2-carboxylic acid	C₁₅H₁₇NO₅	详情	详情
(XV)	57663	N-((1S)-1-{[((3S,4S)-3-hydroxy-1-{2-[3-(2-pyridinyl)phenyl]acetyl}azepanyl)amino]carbonyl}-3-methylbutyl)-5-[2-(4-morpholinyl)ethoxy]-1-benzofuran-2-carboxamide	C₄₀H₄₉N₅O₇	详情	详情

Extended Information