3,4-dihydro-2H-1,4-benzoxazin-7-ol -Drug Synthesis Database

【结构式】

【分子编号】38404

【品名】3,4-dihydro-2H-1,4-benzoxazin-7-ol

【CA登记号】

【分子式】C₈H₉NO₂

【分子量】151.165

【元素组成】C 63.56% H 6% N 9.27% O 21.17%

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：(I)

The acylation of 7-hydroxy-3,4-dihydro-2H-1,4-benzoxazine (I) with acetic anhydride gives the N-acetyl derivative (II), which is condensed with epichlorohydrin (III) by means of K2CO3 at 90-5 C yielding 4-acetyl-7-(2,3-epoxypropoxy)-3,4-dihydro-2H-1,4-benzoxazine (IV). Finally, the addition of 3,4-dimethoxybenzylamine (V) to the epoxy group of (IV) in hot isopropanol affords the target compound.

参考文献中间体

合成目标

【1】 Iakovou, K.; et al.; Synthesis of oxypropanolamine derivatives of 3,4-dihydro-2H-1,4-benzoxazine, beta-adrenergic affinity, inotropic, chronotropic and coronary vasodilating activities. Eur J Med Chem 1999, 34, 11, 903.

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)	38404	3,4-dihydro-2H-1,4-benzoxazin-7-ol		C₈H₉NO₂	详情	详情
(II)	38405	1-(7-hydroxy-2,3-dihydro-4H-1,4-benzoxazin-4-yl)-1-ethanone		C₁₀H₁₁NO₃	详情	详情
(III)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(IV)	38406	1-[7-(2-oxiranylmethoxy)-2,3-dihydro-4H-1,4-benzoxazin-4-yl]-1-ethanone		C₁₃H₁₅NO₄	详情	详情
(V)	13920	(3,4-Dimethoxyphenyl)methanamine; 3,4-Dimethoxybenzylamine; Veratrylamine	5763-61-1	C₉H₁₃NO₂	详情	详情

Extended Information