1-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]oxy]-2,5-pyrrolidinedione -Drug Synthesis Database

【结构式】

【分子编号】32642

【品名】1-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]oxy]-2,5-pyrrolidinedione

【CA登记号】

【分子式】C₁₁H₁₀N₂O₅

【分子量】250.21088

【元素组成】C 52.8% H 4.03% N 11.2% O 31.97%

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)

The condensation of 7-[alpha-amino-alpha-(4-hydroxyphenyl)acetamido]cephalosporanic acid (I) with 4-hydroxy-6-methylpyridine-3-carboxylic acid N-hydroxysuccinimide ester (II) by means of triethylamine and sodium 2-ethylhexanoate in DMF chloromethaneethyl ether gives 7-[alpha-(4-hydroxy-6-methylpyridin-3-carboxamido)-alpha-(4-hydroxyphenyl)acetamido]cephalosporanic acid (III), which is then treated with 1-methyl-5-mercaptotetrazol (IV) and NaHCO3 in a phosphate buffer.

参考文献中间体

合成目标

【1】 Yamada, H.; et al. (Sumitomo Chemical Co., Ltd.); N-acylamino-alpha-arylacetamido cephalosporins and antibacterial compositions and methods containing them. DE 2539664; ES 456652; FR 2283688; GB 1510730; US 4156724 .
【2】 Leeson, P.A.; Serradell, M.N.; Castaner, J.; Mealy, N.E.; Blancafort, P.; SM-1652. Drugs Fut 1980, 5, 5, 254.

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)	32643	(6R,7R)-3-[(acetoxy)methyl]-7-[[(2R)-2-amino-2-(4-hydroxyphenyl)ethanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid		C₁₈H₁₉N₃O₇S	详情	详情
(II)	32642	1-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]oxy]-2,5-pyrrolidinedione		C₁₁H₁₀N₂O₅	详情	详情
(III)	32644	(6R,7R)-3-[(acetoxy)methyl]-7-[[(2R)-2-[[(4-hydroxy-6-methyl-3-pyridinyl)carbonyl]amino]-2-(4-hydroxyphenyl)ethanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid		C₂₅H₂₄N₄O₉S	详情	详情
(IV)	28420	5-Mercapto-1-methyl-1H-tetrazole; 1-Methyl-1H-1,2,3,4-tetraazol-5-ylhydrosulfide	13183-79-4	C₂H₄N₄S	详情	详情

Extended Information