N-(2-{7-[(3-hydroxypropyl)oxy]-1-naphthalenyl}ethyl)acetamide -Drug Synthesis Database

【结构式】

【分子编号】63527

【品名】N-(2-{7-[(3-hydroxypropyl)oxy]-1-naphthalenyl}ethyl)acetamide

【CA登记号】

【分子式】C₁₇H₂₁NO₃

【分子量】287.35868

【元素组成】C 71.06% H 7.37% N 4.87% O 16.7%

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：(IV)

Demethylation of N-[2-(7-methoxynaphth-1-yl)ethyl]acetamide (I) with boron tribromide-dimethyl sulfide complex affords phenol (II). This is then alkylated with 3-bromopropanol (III) in the presence of K2CO3 to provide the hydroxypropyl derivative (IV). After conversion of alcohol (IV) into the corresponding mesylate (V), condensation with a further equivalent of phenol (II) in hot DMF furnishes the target dimeric compound

参考文献中间体

合成目标

【1】 Guillaumet, G.; Renard, P.; Lesieur, D.; Yous, S.; Descamps-Francois, C.; Lefoulon, F.; Viaud, M.-C.; Delagrange, P.; Bennejean, C. (ADIR et Cie.); Substd. dimeric cpds., process for their preparation and pharmaceutical compsns. thereof. EP 1038863; FR 2791344; JP 2000319242; US 2002035114; US 6319930; US 6635650 .

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)	63525	N-{2-[7-(methyloxy)-1-naphthalenyl]ethyl}acetamide		C₁₅H₁₇NO₂	详情	详情
(II)	63526	N-[2-(7-hydroxy-1-naphthalenyl)ethyl]acetamide		C₁₄H₁₅NO₂	详情	详情
(III)	12573	3-Bromo-1-propanol; 3-Bromopropanol	627-18-9	C₃H₇BrO	详情	详情
(IV)	63527	N-(2-{7-[(3-hydroxypropyl)oxy]-1-naphthalenyl}ethyl)acetamide		C₁₇H₂₁NO₃	详情	详情
(V)	63528	3-({8-[2-(acetylamino)ethyl]-2-naphthalenyl}oxy)propyl methanesulfonate		C₁₈H₂₃NO₅S	详情	详情

Extended Information