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【结 构 式】

【分子编号】38137

【品名】5-(tributylstannyl)-2-(trimethylsilyl)-1,3-thiazole

【CA登记号】

【 分 子 式 】C18H37NSSiSn

【 分 子 量 】446.36002

【元素组成】C 48.44% H 8.36% N 3.14% S 7.18% Si 6.29% Sn 26.6%

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:(III)

Lithiation of thiazole (I) with butyllithium at -78 C, followed by quenching with chlorotrimethylsilane afforded 2-(trimethylsilyl)thiazole (II). A second lithiation generated the 5-lithio thiazole, which was converted to the stannyl derivative (III) upon reaction with tributylstannyl chloride. Then, palladium-catalyzed coupling of (III) with the iodophenyl oxazolidine (IV) in refluxing dioxan furnished the title compound.

1 Anderson, D.J.; Allwine, D.A.; Genin, M.J.; et al.; Carbon-carbon-linked 5-membered heteroarylphenyl oxazolidinones with broad-spectrum antibacterial activity. 39th Intersci Conf Antimicrob Agents Chemother (Sept 26 1999, San Francisco) 1999, Abst F570.
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) 23000 1,3-thiazole 288-47-1 C3H3NS 详情 详情
(II) 10720 2-(Trimethylsilyl)-1,3-thiazole 79265-30-8 C6H11NSSi 详情 详情
(III) 38137 5-(tributylstannyl)-2-(trimethylsilyl)-1,3-thiazole C18H37NSSiSn 详情 详情
(IV) 38138 N-[[(5S)-3-(3-fluoro-4-iodophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide C12H12FIN2O3 详情 详情
Extended Information