4-hydroxy-6-phenethyl-3-(1-phenylpropyl)-2H-pyran-2-one -Drug Synthesis Database

【结构式】

【分子编号】41234

【品名】4-hydroxy-6-phenethyl-3-(1-phenylpropyl)-2H-pyran-2-one

【CA登记号】

【分子式】C₂₂H₂₂O₃

【分子量】334.41488

【元素组成】C 79.02% H 6.63% O 14.35%

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)

The condensation of 4-hydroxy-6-methyl-2H-pyran-2-one (I) with 1-phenyl-1-propanol (II) by means of TsOH in toluene gives 4-hydroxy-6-methyl-3-(1-phenyl-propyl)-2H-pyran-2-one (III), which is alkylated with benzyl bromide and LDA in THF yielding 4-hydroxy-6-(2-phenylethyl)-3-(1-phenylpropyl)-2H-pyran-2-one (V). Finally this compound is submitted to a new alkylation process with ethyl iodide and LDA in THF to afford the target compound.

参考文献中间体

合成目标

【1】 Romines, K.R.; Thaisrivongs, S.; Analogs of 4-hydroxypyrone: potent, non-peptidic HIV protease inhibitors. Drugs Fut 1995, 20, 4, 377.

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)	41231	4-hydroxy-6-methyl-2H-pyran-2-one	675-10-5	C₆H₆O₃	详情	详情
(II)	41232	1-phenyl-1-propanol		C₉H₁₂O	详情	详情
(III)	41233	4-hydroxy-6-methyl-3-(1-phenylpropyl)-2H-pyran-2-one		C₁₅H₁₆O₃	详情	详情
(IV)	12912	1-(Bromomethyl)benzene; Alpha-bromotoluene	100-39-0	C₇H₇Br	详情	详情
(V)	41234	4-hydroxy-6-phenethyl-3-(1-phenylpropyl)-2H-pyran-2-one		C₂₂H₂₂O₃	详情	详情
(VI)	10925	Iodoethane;ethyl iod	75-03-6	C₂H₅I	详情	详情

Extended Information