1,4-dihydroxy-2-butanone -Drug Synthesis Database

【结构式】

【分子编号】36722

【品名】1,4-dihydroxy-2-butanone

【CA登记号】

【分子式】C₄H₈O₃

【分子量】104.10572

【元素组成】C 46.15% H 7.75% O 46.11%

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)

3,3-Diphenylpropionic acid (I) was treated with SOCl2 to give acid chloride (II) and then converted to amide (III) using liquid ammonia. Dehydration with P2O5 led to diphenylpropionitrile (IV), which was treated with SOCl2 in methanol to afford the iminoester (V). The condensation of (V) wiith 2-oxobutan-1,4-diol (VI) in liquid ammonia furnished imidazole (VII). Further treatment of (VII) with SOCl2 provided chloride (VIII). Finally, reaction of (VIII) with methylamine in the presence of K2CO3 and a catalytic amount of KI afforded the title compound.

参考文献中间体

合成目标

【1】 Schunack, W.; Detert, H.; Pertz, H.H.; Kramer, K.; ter Laak, A.M.; Kühne, RF.; Elz, S.; Histaprofidens: Synthesis, pharmacological in vitro evaluation, and molecular modeling of a new class of highly active and selective histamine H1-receptor agonists. J Med Chem 2000, 43, 6, 1071.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	11021	Methanamine; Methylamine	74-89-5	CH₅N	详情	详情
(I)	36717	3,3-diphenylpropionic acid	606-83-7	C₁₅H₁₄O₂	详情	详情
(II)	36718	3,3-diphenylpropanoyl chloride		C₁₅H₁₃ClO	详情	详情
(III)	36719	3,3-diphenylpropanamide		C₁₅H₁₅NO	详情	详情
(IV)	36720	3,3-diphenylpropanenitrile	2286-54-6	C₁₅H₁₃N	详情	详情
(V)	36721	methyl 3,3-diphenylpropanimidoate		C₁₆H₁₇NO	详情	详情
(VI)	36722	1,4-dihydroxy-2-butanone		C₄H₈O₃	详情	详情
(VII)	36723	2-[2-(3,3-diphenylpropyl)-1H-imidazol-4-yl]-1-ethanol		C₂₀H₂₂N₂O	详情	详情
(VIII)	36724	4-(2-chloroethyl)-2-(3,3-diphenylpropyl)-1H-imidazole		C₂₀H₂₁ClN₂	详情	详情

Extended Information