(2S,3S)-2,3-oxiranedicarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】24350

【品名】(2S,3S)-2,3-oxiranedicarboxylic acid

【CA登记号】

【分子式】C₄H₄O₅

【分子量】132.07276

【元素组成】C 36.38% H 3.05% O 60.57%

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)

The synthesis of [14 C]-EST has been described ac cording to the following procedure: The oxidation of fumaric acid (I) with H2O2 gives trans-epoxysuccinic acid (II), which is submitted to optical resolution by means of its salt with L-arginine. The L-trans isomer (III) is esterified with ethanol and H2SO4 to the corresponding diethyl ester (IV), which is hydrolyzed selectively with KOH, affording the monoethyl ester (V). Finally, this monoester 5 condensed with N-isoamyl-L-leucinamide (VI).

参考文献中间体

合成目标

【1】 Fukushima, K.; et al.; In vivo actions of EST (reort 1) - Absorption and excretion of 14C-EST. Kiso To Rinsho 1986, 20, 4, 319.
【2】 Castaner, J.; Prous, J.; EST. Drugs Fut 1986, 11, 11, 927.

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)	23808	Fumaric acid; (E)-2-butenedioic acid	110-17-8	C₄H₄O₄	详情	详情
(II)	24349	2,3-oxiranedicarboxylic acid; Oxirane-2,3-dicarboxylic acid; Epoxysuccinic acid		C₄H₄O₅	详情	详情
(III)	24350	(2S,3S)-2,3-oxiranedicarboxylic acid		C₄H₄O₅	详情	详情
(IV)	24351	diethyl (2S,3S)-2,3-oxiranedicarboxylate	74243-85-9	C₈H₁₂O₅	详情	详情
(V)	24344	(2S,3S)-3-(ethoxycarbonyl)-2-oxiranecarboxylic acid		C₆H₈O₅	详情	详情
(VI)	24347	2-amino-N-isopentyl-4-methylpentanamide		C₁₁H₂₄N₂O	详情	详情

Extended Information