2,3-dihydro-1,4-benzodioxine-6-carbonyl bromide -Drug Synthesis Database

【结构式】

【分子编号】41363

【品名】2,3-dihydro-1,4-benzodioxine-6-carbonyl bromide

【CA登记号】

【分子式】C₉H₇BrO₃

【分子量】243.05678

【元素组成】C 44.47% H 2.9% Br 32.87% O 19.75%

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)

Methenamine is added to a solution of bromide (I) in CHCl3 and after treatment with concentrated HCl, amine (II) is obtained. NaOAc and palmitoyl chloride (III) are added to a solution of (II) in THF to yield derivative (IV) which is finally converted to (V) by treatment with paraformaldehyde and pyrrolidine in ethanol, followed by treatment with concentrated HCl, reduction with NaBH4 and final hydrolysis with diluted HCl.

参考文献中间体

合成目标

【1】 Lee, L.; et al.; Improved inhibitors of glucosylceramide synthase. J Biol Chem 1999, 274, 21, 14662.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	11376	Pyrrolidine	123-75-1	C₄H₉N	详情	详情
(I)	41363	2,3-dihydro-1,4-benzodioxine-6-carbonyl bromide		C₉H₇BrO₃	详情	详情
(II)	41364	2-amino-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-1-ethanone		C₁₀H₁₁NO₃	详情	详情
(III)	16480	Palmitoyl Chloride; hexadecanoyl chloride	112-67-4	C₁₆H₃₁ClO	详情	详情
(IV)	41365	N-[2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-oxoethyl]hexadecanamide		C₂₆H₄₁NO₄	详情	详情
(V)	65179	N-[(2R)-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-hydroxy-1-(1-pyrrolidinylmethyl)ethyl]hexadecanamide		C₃₁H₅₂N₂O₄	详情	详情

Extended Information