2,6-dimethyl-4H-pyran-4-one -Drug Synthesis Database

【结构式】

【分子编号】46010

【品名】2,6-dimethyl-4H-pyran-4-one

【CA登记号】1004-36-0

【分子式】C₇H₈O₂

【分子量】124.13932

【元素组成】C 67.73% H 6.5% O 25.78%

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)

N-(3-Aminopropyl)morpholine (I) was protected as the N-Boc derivative (II) and then quaternized with iodomethane to produce the ammonium salt (III). Subsequent acid deprotection of (III) gave amine (IV). Treatment of 2,6-dimethyl-4-pyrone (V) with Lawesson’s reagent in toluene yielded the thiono derivative (VI), which was coupled with amine (IV) to afford the pyridine thione (VII).

参考文献中间体

合成目标

【1】 Singh, J.; et al.; A practical synthesis of an anti-methicillin resistant Staphylococcus aureus cephalosporin BMS-247243. Org Process Res Dev 2000, 4, 6, 488.
【2】 Kim, O.; et al.; Discovery, synthesis and SAR of BMS-247243, a novel cephalosporin active against methicillin-resistant Staphylococcus aureus (MRSA) and susceptible Staphylococcus aureus (MSSA). 40th Intersci Conf Antimicrob Agents Chemother (Sept 17 2000, Toronto) 2000, Abst F-1062.

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)	25440	3-(4-morpholinyl)-1-propanamine	123-00-2	C₇H₁₆N₂O	详情	详情
(II)	46007	tert-butyl 3-(4-morpholinyl)propylcarbamate		C₁₂H₂₄N₂O₃	详情	详情
(III)	46008	4-[3-[(tert-butoxycarbonyl)amino]propyl]-4-methylmorpholin-4-ium iodide		C₁₃H₂₇IN₂O₃	详情	详情
(IV)	46009	4-(3-aminopropyl)-4-methylmorpholin-4-ium iodide		C₈H₁₉IN₂O	详情	详情
(V)	46010	2,6-dimethyl-4H-pyran-4-one	1004-36-0	C₇H₈O₂	详情	详情
(VI)	46011	2,6-dimethyl-4H-pyran-4-thione		C₇H₈OS	详情	详情
(VII)	46012	4-[3-[2,6-dimethyl-4-thioxo-1(4H)-pyridinyl]propyl]-4-methylmorpholin-4-ium iodide		C₁₅H₂₅IN₂OS	详情	详情

Extended Information