3-[(2-azidoethoxy)methyl]-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one -Drug Synthesis Database

【结构式】

【分子编号】58860

【品名】3-[(2-azidoethoxy)methyl]-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one

【CA登记号】

【分子式】C₁₇H₁₇N₃O₄

【分子量】327.3398

【元素组成】C 62.38% H 5.23% N 12.84% O 19.55%

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：(VI)

A different method starts with the chloromethylation of trimethyl psoralen (I) to afford (II). Subsequent condensation of chloride (II) with ethylene glycol (III) yields the hydroxyethoxy derivative (IV). This is converted to mesylate (V) upon treatment with methanesulfonyl chloride and triethylamine. Mesylate displacement by NaN3 leads to azide (VI). Finally, azide reduction to the target amine is accomplished by treatment with triphenylphosphine in moist THF.

参考文献中间体

合成目标

【1】 Wollowitz, S.; Isaacs, S.T.; Rapoport, H.; Spielmann, H.P. (Steritech, Inc.); Cpds. for the photodecontamination of pathogens in blood. US 5399719; WO 9500141 .
【2】 Wollowitz, S.; Isaacs, S.T.; Rapoport, H.; Spielman, H.P.; Niero, A. (Steritech, Inc.); Cpds. for the photodecontamination of pathogens in blood. WO 9614739 .

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)	58856	2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one		C₁₄H₁₂O₃	详情	详情
(II)	58857	3-(chloromethyl)-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one		C₁₅H₁₃ClO₃	详情	详情
(III)	11295	Polyethylene glycol;1,2-Ethanediol;Monoethylene glycol; Ethylene glycol	107-21-1	C₂H₆O₂	详情	详情
(IV)	58858	3-[(2-hydroxyethoxy)methyl]-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one		C₁₇H₁₈O₅	详情	详情
(V)	58859	2-[(2,5,9-trimethyl-7-oxo-7H-furo[3,2-g]chromen-3-yl)methoxy]ethyl methanesulfonate		C₁₈H₂₀O₇S	详情	详情
(VI)	58860	3-[(2-azidoethoxy)methyl]-2,5,9-trimethyl-7H-furo[3,2-g]chromen-7-one		C₁₇H₁₇N₃O₄	详情	详情

Extended Information