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【结 构 式】

【分子编号】59708

【品名】ethyl 2-butyl-2-(2-methoxyacetyl)hexanoate

【CA登记号】

【 分 子 式 】C15H28O4

【 分 子 量 】272.38492

【元素组成】C 66.14% H 10.36% O 23.5%

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:(V)

Reduction of malonate (V) with LiAlH4 affords diol (VI). Reaction of diol (VI) with an acetic acid solution of hydrobromic acid, followed by acidic hydrolysis of the generated acetate ester, furnishes bromo alcohol (VII). This is oxidized to the bromo aldehyde (VIII) employing either DMSO and SO3-pyridine complex or NaOCl in the presence of TEMPO and KBr. Treatment of aryl chloride (IV) with sodium sulfide, followed by addition of bromo aldehyde (VIII) leads to the sulfide adduct (IX). After protection of the aldehyde group of (IX) as the dimethyl acetal (X) by means of trimethyl orthoformate and p-toluenesulfonic acid, the sulfide function of (X) is oxidized to sulfone (XI) with peracetic acid. Acetal hydrolysis in (XI) under acidic conditions then gives aldehyde (XII). Reductive alkylation of the nitro compound (XII) by catalytic hydrogenation in the presence of Pd/C and formaldehyde yields the dimethylamino derivative (XIII)

1 Manning, R.E.; Tremont, S.J.; Glenn, K.C.; Keller, B.T. (Pharmacia Corp.); Combination therapy for the prophylaxis and treatment of hyperlipidemic conditions and disorders. WO 0168096 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(IV) 59707 4-(2-chloro-5-nitrobenzyl)phenyl methyl ether; 1-chloro-2-(4-methoxybenzyl)-4-nitrobenzene C14H12ClNO3 详情 详情
(V) 59708 ethyl 2-butyl-2-(2-methoxyacetyl)hexanoate C15H28O4 详情 详情
(VI) 59709 2,2-dibutyl-1,3-propanediol;2,2-DIBUTYLPROPANE-1,3-DIOL;2-N-BUTYL-2-(HYDROXYMETHYL)-1-HEXANOL 24765-57-9 C11H24O2 详情 详情
(VII) 59710 2-(bromomethyl)-2-butyl-1-hexanol C11H23BrO 详情 详情
(VIII) 59712 2-(bromomethyl)-2-butylhexanoic acid C11H21BrO2 详情 详情
(IX) 59711 2-butyl-2-({[2-(4-methoxybenzyl)-4-nitrophenyl]sulfanyl}methyl)hexanal C25H33NO4S 详情 详情
(X) 59713 4-(2-{[2-butyl-2-(dimethoxymethyl)hexyl]sulfanyl}-5-nitrobenzyl)phenyl methyl ether; 1-{[2-butyl-2-(dimethoxymethyl)hexyl]sulfanyl}-2-(4-methoxybenzyl)-4-nitrobenzene C27H39NO5S 详情 详情
(XI) 59714 [2-butyl-2-(dimethoxymethyl)hexyl][2-(4-methoxybenzyl)-4-nitrophenyl]dioxo-lambda~6~-sulfane; 2-butyl-2-(dimethoxymethyl)hexyl 2-(4-methoxybenzyl)-4-nitrophenyl sulfone C27H39NO7S 详情 详情
(XII) 59716 2-butyl-2-({[2-(4-methoxy-2-methylbenzyl)-4-nitrophenyl]sulfonyl}methyl)hexanal C26H35NO6S 详情 详情
(XIII) 59715 2-butyl-2-({[4-(dimethylamino)-2-(4-methoxybenzyl)phenyl]sulfonyl}methyl)hexanal C27H39NO4S 详情 详情
Extended Information