trimethoxymethane; dimethoxymethyl methyl ether -Drug Synthesis Database

【结构式】

【分子编号】55520

【品名】trimethoxymethane; dimethoxymethyl methyl ether

【CA登记号】

【分子式】C₄H₁₀O₃

【分子量】106.1216

【元素组成】C 45.27% H 9.5% O 45.23%

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 reaction of 14C-labeled cyanhydric acid (I) with HCl and ethanol gives the iminoester (II), which by reaction with more ethanol in chloroform yields the labeled orthoester (III). The cyclization of the triaminopyrimidinone (IV) with orthoester (III) by means of Ms-OH in chloroform affords the chloropurine derivative (V), which is finally hydrolyzed with NaOH to afford the target compound, the 14C-labeled carbovir.

参考文献中间体

合成目标

【1】 Gopinathan, M.B.; Kepler, J.A.; Synthesis of carbon-14 labelled cis-2-amino-1,9-dihydro-9-[4-(hydroxymethyl)-2-cyclopenten-1-yl]-H6-purine-6-one; [8-14C]carbovir: A promising anti-AIDS drug. J Label Compd Radiopharm 1991, 29, 6, 645.

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)	55517	nitrilomethane		CHN	详情	详情
(I)	55518	nitrilomethane		CHN	详情	详情
(II)	13213	ethyl iminoformate		C₃H₇NO	详情	详情
(II)	55519	ethyl iminoformate		C₃H₇NO	详情	详情
(III)	27311	trimethoxymethane;Trimethyl orthoformate;Methyl orthoformate	149-73-5	C₄H₁₀O₃	详情	详情
(III)	55520	trimethoxymethane; dimethoxymethyl methyl ether		C₄H₁₀O₃	详情	详情
(IV)	17660	[(1S,4R)-4-[(2,5-diamino-6-chloro-4-pyrimidinyl)amino]-2-cyclopenten-1-yl]methanol		C₁₀H₁₄ClN₅O	详情	详情
(V)	17650	[(1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopenten-1-yl]methanol		C₁₁H₁₂ClN₅O	详情	详情
(V)	55521	[(1S,4R)-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopenten-1-yl]methanol		C₁₁H₁₂ClN₅O	详情	详情

Extended Information