methyl 4-oxo-7-(3-pyridinylmethyl)-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-ylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】45294

【品名】methyl 4-oxo-7-(3-pyridinylmethyl)-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-ylcarbamate

【CA登记号】

【分子式】C₁₄H₁₃N₅O₃

【分子量】299.28912

【元素组成】C 56.18% H 4.38% N 23.4% O 16.04%

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：(VI)

An improved synthesis of [14C]-peldesine has been reported: The reaction of S-methyl-[14C]-isothiourea (I) with methyl chloroformate (II) by means of tetrabutylammonium bromide in dichloromethane gives N,N'-bis(methoxycarbonyl)-S-methyl-[14C]-isothiourea (III). This compound is condensed with 3-amino-4-(3-pyridylmethyl)-1H-pyrrole-2-carboxylic acid methyl ester (IV) by means of acetic acid in methanol yielding the labeled guanidine (V). The cyclization of (V) by means of sodium methoxide in methanol affords the carbamate precursor (VI), which is finally deprotected with NaOH in hot water.

参考文献中间体

合成目标

【1】 Elliott, A.J.; Kwong, C.D.; Montgomery, J.A.; An improved synthesis of 9-(3-pyridylmethyl)-[2-14C]-9-deazaguanine. J Label Compd Radiopharm 1998, 41, 10, 879.

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)	10272	[[Amino(imino)methyl]sulfanyl]methane	2986-19-8	C₂H₆N₂S	详情	详情
(I)	44636	[[amino(imino)methyl]sulfanyl]methane		C₂H₆N₂S	详情	详情
(II)	16993	methyl chlorocarbonate;Carbonochloridic acid methyl ester；[(chlorocarbonyl)oxy]methane；methyl chloroformate	79-22-1	C₂H₃ClO₂	详情	详情
(III)	28696	methyl (Z)-[(methoxycarbonyl)amino](methylsulfanyl)methylidenecarbamate		C₆H₁₀N₂O₄S	详情	详情
(III)	45292	methyl (Z)-[(methoxycarbonyl)amino](methylsulfanyl)methylidenecarbamate		C₆H₁₀N₂O₄S	详情	详情
(IV)	16030	methyl 3-amino-4-(3-pyridinylmethyl)-1H-pyrrole-2-carboxylate		C₁₂H₁₃N₃O₂	详情	详情
(V)	28697	methyl 3-([bis[(methoxycarbonyl)amino]methylene]amino)-4-(3-pyridinylmethyl)-1H-pyrrole-2-carboxylate		C₁₇H₁₉N₅O₆	详情	详情
(V)	45293	methyl 3-([bis[(methoxycarbonyl)amino]methylene]amino)-4-(3-pyridinylmethyl)-1H-pyrrole-2-carboxylate		C₁₇H₁₉N₅O₆	详情	详情
(VI)	28698	methyl 4-oxo-7-(3-pyridinylmethyl)-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-ylcarbamate		C₁₄H₁₃N₅O₃	详情	详情
(VI)	45294	methyl 4-oxo-7-(3-pyridinylmethyl)-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-2-ylcarbamate		C₁₄H₁₃N₅O₃	详情	详情

Extended Information