(E)-3-[1-[(2R,3S,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl]-2-propenoic acid -Drug Synthesis Database

【结构式】

【分子编号】10114

【品名】(E)-3-[1-[(2R,3S,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl]-2-propenoic acid

【CA登记号】

【分子式】C₁₂H₁₄N₂O₈

【分子量】314.25184

【元素组成】C 45.87% H 4.49% N 8.91% O 40.73%

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)

A new synthesis of BVAU has been described: The condensation of 1-(beta-D-arabinofuranosyl)-5-formyluracil (I) with malonic acid (II) by means of piperidine in hot anhydrous pyridine gives the carboxyvinyl derivative (III), which is then treated with N-bromosuccinimide in basic medium.

参考文献中间体

合成目标

【1】 Sakata, S.; Machida, H.; Kumagai, M.; Yamaguchi, T.; Ikeda, K.; Synthesis of 14C-labelled 1-beta-D-arabinofuranosyl-E-5-(2-bromovinyl) uracil (BV-araU). J Label Compd Radiopharm 1989, 27, 5, 503.

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)	10112	1-[(2R,3S,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinecarbaldehyde		C₁₀H₁₂N₂O₇	详情	详情
(II)	12963	Malonic acid	141-82-2	C₃H₄O₄	详情	详情
(III)	10114	(E)-3-[1-[(2R,3S,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl]-2-propenoic acid		C₁₂H₁₄N₂O₈	详情	详情

Extended Information