methyl 2-{[(2,6-dioxo-3-piperidinyl)amino]carbonyl}benzoate -Drug Synthesis Database

【结构式】

【分子编号】54084

【品名】methyl 2-{[(2,6-dioxo-3-piperidinyl)amino]carbonyl}benzoate

【CA登记号】n/a

【分子式】C₁₄H₁₄N₂O₅

【分子量】290.27564

【元素组成】C 57.93% H 4.86% N 9.65% O 27.56%

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：(V)

A novel solid-phase synthesis of thalidomide has been described: The coupling of phthalic anhydride (I) with hydroxymethyl polystyrene resin (II) by means of triethylamine and 4-dimethylaminopyridine (DMAP) in DMF affords the resin-linked acid (III), which is then condensed with alpha-aminoglutarimide (IV) by means of diisopropylcarbodiimide (DIC) and N-hydroxybenzotriazole (HOBt) in DMF to provide amide (V). Finally, thalidomide is obtained by treatment of resin (V) with TFA in refluxing toluene.

参考文献中间体

合成目标

【1】 Schaefer, K.; Li, P.-K.; Xiao, Z.; Firestine, S.; Solid-phase synthesis of thalidomide and its analogues. J Comb Chem 2002, 4, 2, 149.

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)	11900	2-Benzofuran-1,3-dione;1,2-Benzenedicarboxylic Anhydride;1,2-BENZENE DICARBOXYLIC ACID ANHYDRIDE;1,2-BENZENEDICARBONIC ACID, ANHYDRIDE;1,3-DIOXOPHTHALAN;1,3-ISOBENZOFURANDIONE;o-phthalic anhydride; Phthalic anhydride	85-44-9	C₈H₄O₃	详情	详情
(III)	54083	2-(methoxycarbonyl)benzoic acid	n/a	C₉H₈O₄	详情	详情
(IV)	37576	3-amino-2,6-piperidinedione；3-aminopiperidine-2,6-dione；2-amino-Glutarimide；Glutamimide;a-Aminoglutarimide	2353-44-8	C₅H₈N₂O₂	详情	详情
(V)	54084	methyl 2-{[(2,6-dioxo-3-piperidinyl)amino]carbonyl}benzoate	n/a	C₁₄H₁₄N₂O₅	详情	详情

Extended Information