(2S)-2-{[4-({(2S)-2-amino-3-[(2-amino-5-imino-6-oxo-5,6-dihydro-4-pyrimidinyl)amino]propyl}amino)benzoyl]amino}pentanedioic acid -Drug Synthesis Database

【结构式】

【分子编号】56830

【品名】(2S)-2-{[4-({(2S)-2-amino-3-[(2-amino-5-imino-6-oxo-5,6-dihydro-4-pyrimidinyl)amino]propyl}amino)benzoyl]amino}pentanedioic acid

【CA登记号】

【分子式】C₁₉H₂₄N₈O₆

【分子量】460.44988

【元素组成】C 49.56% H 5.25% N 24.34% O 20.85%

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：(XXI)

Oxidation of the triamino pyrimidinone system (XX) by means of iodine produced the intermediate ortho-iminoquinone (XXI), which underwent hydrolysis to dione (XXII). Subsequent cyclization of (XXII) under controlled conditions led to the chiral tetrahydrofolic acid (VI). Finally, regioselective N5-formylation of (VI) was accomplished by treatment with formic acid and carbonyl diimidazole.

参考文献中间体

合成目标

【1】 Bailey, S.W.; et al.; Synthesis of tetrahydropteridine C6-stereoisomers, including N5-formyl-(6S)-tetrahydrofolic acid. J Org Chem 1992, 57, 16, 4470.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VI)	56817	(2S)-2-{[4-({[(6S)-2-amino-4-oxo-1,4,5,6,7,8-hexahydro-6-pteridinyl]methyl}amino)benzoyl]amino}pentanedioic acid	C₁₉H₂₃N₇O₆	详情	详情
(XX)	56829	(2S)-2-{[4-({(2S)-2-amino-3-[(2,5-diamino-6-oxo-3,6-dihydro-4-pyrimidinyl)amino]propyl}amino)benzoyl]amino}pentanedioic acid	C₁₉H₂₆N₈O₆	详情	详情
(XXI)	56830	(2S)-2-{[4-({(2S)-2-amino-3-[(2-amino-5-imino-6-oxo-5,6-dihydro-4-pyrimidinyl)amino]propyl}amino)benzoyl]amino}pentanedioic acid	C₁₉H₂₄N₈O₆	详情	详情
(XXII)	56831	(2S)-2-{[4-({(2S)-2-amino-3-[(2-amino-5,6-dioxo-5,6-dihydro-4-pyrimidinyl)amino]propyl}amino)benzoyl]amino}pentanedioic acid	C₁₉H₂₃N₇O₇	详情	详情

Extended Information