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【结 构 式】

【分子编号】61913

【品名】benzyl 4-(6-oxo-1,6-dihydro-3-pyridazinyl)phenylcarbamate

【CA登记号】

【 分 子 式 】C18H15N3O3

【 分 子 量 】321.33552

【元素组成】C 67.28% H 4.71% N 13.08% O 14.94%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(IV)

The cyclization of 4-(benzyloxycarbonylamino)acetophenone (I) with glyoxylic acid (II) and hydrazine (III) in hot acetic acid gives the pyridazinone (IV), which is treated first with Lawesson's reagent in hot dioxane and then with MeI and TEA in DMF to yield the methylsulfanyl pyridazine (V). The cyclization of (V) with acetamide (VI) by means of t-BuOLi in methanol/DMF affords the oxazolidinone (VII), which is finally treated with Lawesson's reagent in hot dioxane to provide the target thioacetamide.

1 Luehr, G.W.; Wang, S.; Hackbarth, C.J.; Gomez, M.; Trias, J.; Patel, D.V.; Gordeev, M.F.; Novel antimicrobial pyridazine phenyloxazolidinones. 42nd Intersci Conf Antimicrob Agents Chemother (Sept 27 2002, San Diego) 2002, Abst F-1320.
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) 61912 benzyl 4-acetylphenylcarbamate C16H15NO3 详情 详情
(II) 15618 2-Oxoacetic acid; Glyoxylic Acid 298-12-4 C2H2O3 详情 详情
(III) 27344 hydrazine 302-01-2 H4N2 详情 详情
(IV) 61913 benzyl 4-(6-oxo-1,6-dihydro-3-pyridazinyl)phenylcarbamate C18H15N3O3 详情 详情
(V) 61914 benzyl 4-[6-(methylsulfanyl)-3-pyridazinyl]phenylcarbamate C19H17N3O2S 详情 详情
(VI) 61915 (1S)-2-(acetylamino)-1-(chloromethyl)ethyl acetate C7H12ClNO3 详情 详情
(VII) 61916 N-[((5S)-3-{4-[6-(methylsulfanyl)-3-pyridazinyl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide C17H18N4O3S 详情 详情

合成路线2

该中间体在本合成路线中的序号:(IV)

The cyclization of 4-(benzyloxycarbonylamino)acetophenone (I) with glyoxylic acid (II) and hydrazine (III) in hot acetic acid gives the pyridazinone (IV), which is treated first with Lawesson's reagent in hot dioxane and then with MeI and TEA in DMF to yield the methylsulfanyl pyridazine (V). The cyclization of (V) with acetamide (VI) by means of t-BuOLi in methanol/DMF affords the oxazolidinone (VII), which is finally treated with Lawesson's reagent in hot dioxane to provide the target thioacetamide.

1 Luehr, G.W.; Wang, S.; Hackbarth, C.J.; Gomez, M.; Trias, J.; Patel, D.V.; Gordeev, M.F.; Novel antimicrobial pyridazine phenyloxazolidinones. 42nd Intersci Conf Antimicrob Agents Chemother (Sept 27 2002, San Diego) 2002, Abst F-1320.
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) 61912 benzyl 4-acetylphenylcarbamate C16H15NO3 详情 详情
(II) 15618 2-Oxoacetic acid; Glyoxylic Acid 298-12-4 C2H2O3 详情 详情
(III) 27344 hydrazine 302-01-2 H4N2 详情 详情
(IV) 61913 benzyl 4-(6-oxo-1,6-dihydro-3-pyridazinyl)phenylcarbamate C18H15N3O3 详情 详情
(V) 61914 benzyl 4-[6-(methylsulfanyl)-3-pyridazinyl]phenylcarbamate C19H17N3O2S 详情 详情
(VI) 61915 (1S)-2-(acetylamino)-1-(chloromethyl)ethyl acetate C7H12ClNO3 详情 详情
(VII) 61916 N-[((5S)-3-{4-[6-(methylsulfanyl)-3-pyridazinyl]phenyl}-2-oxo-1,3-oxazolidin-5-yl)methyl]acetamide C17H18N4O3S 详情 详情
Extended Information