4-amino-2-[(4-carboxybenzoyl)amino]benzoic acid -Drug Synthesis Database

【结构式】

【分子编号】21207

【品名】4-amino-2-[(4-carboxybenzoyl)amino]benzoic acid

【CA登记号】

【分子式】C₁₅H₁₂N₂O₅

【分子量】300.27076

【元素组成】C 60% H 4.03% N 9.33% O 26.64%

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)

4-Nitroanthranilic acid (I) is combined with terephthalic acid by reaction with the half ester chloride, followed by hydrolysis, to give the nitro diacid (II), which is catalytically hydrogenated to the amino diacid (III). Amidation and selective half-esterification of the amino diacid (III) is believed to occur through an oxazinone-type intermediate (IV), which is opened by alcoholysis under basic conditions to afford AM-682 free acid (V).

参考文献中间体

合成目标

【1】 Tasaka, K.; AM-682. Drugs Fut 1989, 14, 8, 738.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	25029	p-Phthalic acid monomethyl ester chloride; Terephthalic acid monomethyl ester chloride; Methyl 4-chlorocarbonylbenzoate	7377-26-6	C₉H₇ClO₃	详情	详情
(I)	21205	2-amino-4-nitrobenzoic acid	619-17-0	C₇H₆N₂O₄	详情	详情
(II)	21206	2-[(4-carboxybenzoyl)amino]-4-nitrobenzoic acid		C₁₅H₁₀N₂O₇	详情	详情
(III)	21207	4-amino-2-[(4-carboxybenzoyl)amino]benzoic acid		C₁₅H₁₂N₂O₅	详情	详情
(IV)	21208	4-[4-oxo-7-(propionylamino)-4H-3,1-benzoxazin-2-yl]benzoic acid		C₁₈H₁₄N₂O₅	详情	详情
(V)	21209	4-[[2-(ethoxycarbonyl)-5-(propionylamino)anilino]carbonyl]benzoic acid		C₂₀H₂₀N₂O₆	详情	详情

Extended Information