5-(1-decynyl)-4-(1H-1,2,4-triazol-1-yl)-1-(4-[(trimethylsilyl)oxy]-5-{[(trimethylsilyl)oxy]methyl}tetrahydro-2-furanyl)-2(1H)-pyrimidinone -Drug Synthesis Database

【结构式】

【分子编号】52281

【品名】5-(1-decynyl)-4-(1H-1,2,4-triazol-1-yl)-1-(4-[(trimethylsilyl)oxy]-5-{[(trimethylsilyl)oxy]methyl}tetrahydro-2-furanyl)-2(1H)-pyrimidinone

【CA登记号】

【分子式】C₂₇H₄₅N₅O₄Si₂

【分子量】559.8566

【元素组成】C 57.93% H 8.1% N 12.51% O 11.43% Si 10.03%

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)

The known 5-decynyl-2'-deoxyuridine (I) was protected as the bis-silyl ether (II) with chlorotrimethylsilane and triethylamine. Treatment of (II) with POCl3 and triazole produced the triazolyl derivative (III). Finally, reaction of (III) with thioacetic acid gave rise to the desired thienopyrimidine.

参考文献中间体

合成目标

【1】 Brancale, A.; et al.; Bicyclic anti-VZV nucleosides: Thieno analogues retain full antiviral activity. Bioorg Med Chem Lett 2001, 11, 18, 2507.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	42586	5-(1-decynyl)-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4(1H,3H)-pyrimidinedione	C₁₉H₂₈N₂O₅	详情	详情
(II)	52280	5-(1-decynyl)-1-(4-[(trimethylsilyl)oxy]-5-{[(trimethylsilyl)oxy]methyl}tetrahydro-2-furanyl)-2,4(1H,3H)-pyrimidinedione	C₂₅H₄₄N₂O₅Si₂	详情	详情
(III)	52281	5-(1-decynyl)-4-(1H-1,2,4-triazol-1-yl)-1-(4-[(trimethylsilyl)oxy]-5-{[(trimethylsilyl)oxy]methyl}tetrahydro-2-furanyl)-2(1H)-pyrimidinone	C₂₇H₄₅N₅O₄Si₂	详情	详情

Extended Information