2-[[2-amino-6-(trimethyl-lambda(5)-azanyl)-9H-purin-9-yl]methoxy]-1,3-propanediol -Drug Synthesis Database

【结构式】

【分子编号】22332

【品名】2-[[2-amino-6-(trimethyl-lambda(5)-azanyl)-9H-purin-9-yl]methoxy]-1,3-propanediol

【CA登记号】

【分子式】C₁₂H₂₂N₆O₃

【分子量】298.34532

【元素组成】C 48.31% H 7.43% N 28.17% O 16.09%

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：(II)

Treatment of 6-deoxy-6-chloroganciclovir (I) with trimethylamine in DMF-THF at low temperature produced the trimethylammonium salt (II), which was subsequently displaced with KF in DMF at 80 C under vacuum removal of the Me3N to afford the corresponding 6-fluoro derivative (III). Finally, monoacylation with one equivalent of isobutyric anhydride (IV) in the presence of DMAP provided the target ester.

参考文献中间体

合成目标

【1】 Kim, D.-K.; Chang, K.; Im, G.-J.; Kim, H.-T.; Lee, N.; Kim, K.H.; Synthesis and evaluation of 2-amino-9-(1,3-dihydroxy-2-propoxymethyl)-6-fluoropurine mono- and diesters as potential prodrugs of ganciclovir. J Med Chem 1999, 42, 2, 324.

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)	22331	2-[(2-amino-6-chloro-9H-purin-9-yl)methoxy]-1,3-propanediol		C₉H₁₂ClN₅O₃	详情	详情
(II)	22332	2-[[2-amino-6-(trimethyl-lambda(5)-azanyl)-9H-purin-9-yl]methoxy]-1,3-propanediol		C₁₂H₂₂N₆O₃	详情	详情
(III)	22333	2-[(2-amino-6-fluoro-9H-purin-9-yl)methoxy]-1,3-propanediol		C₉H₁₂FN₅O₃	详情	详情
(IV)	22334	1-methylpropionic anhydride	97-72-3	C₈H₁₄O₃	详情	详情

Extended Information