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【结 构 式】

【分子编号】28558

【品名】N-([(5S)-3-[3-fluoro-4-(5-formyl-1,3-thiazol-2-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl)acetamide

【CA登记号】

【 分 子 式 】C16H14FN3O4S

【 分 子 量 】363.3693832

【元素组成】C 52.89% H 3.88% F 5.23% N 11.56% O 17.61% S 8.82%

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)

Nitrile (II) was prepared from the known amine (I) by diazotization, followed by cyanation with KCN and CuCN. Addition of H2S to (II) in the presence of Et3N in DMF afforded the thioamide (III), which was condensed with chloromalonaldehyde (IV) to produce thiazole (V). Reaction of the formyl group of (V) with hydroxylamine and sodium formate then yielded the target nitrile.

1 Genin, M.J.; Grega, K.C.; Ford, C.W.; Barbachyn, M.R.; Walker, E.A.; Gadwood, R.C.; Thomasco, L.M.; Zurenko, G.E.; Synthesis and antibacterial activity of azolylphenyl oxazolidinones having carbon-bound 1,3-thiazolyl rings. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego) 1998, Abst F-139.
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) 28504 N-[[(5S)-3-(4-amino-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide C12H14FN3O3 详情 详情
(II) 28555 N-[[(5S)-3-(4-cyano-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide C13H12FN3O3 详情 详情
(III) 28556 N-([(5S)-3-[4-(aminocarbothioyl)-3-fluorophenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl)acetamide C13H14FN3O3S 详情 详情
(IV) 28557 2-chloromalonaldehyde 36437-19-1 C3H3ClO2 详情 详情
(V) 28558 N-([(5S)-3-[3-fluoro-4-(5-formyl-1,3-thiazol-2-yl)phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl)acetamide C16H14FN3O4S 详情 详情
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