sodium 5-oxo-5,6,7,8-tetrahydro-1-naphthalenolate -Drug Synthesis Database

【结构式】

【分子编号】40456

【品名】sodium 5-oxo-5,6,7,8-tetrahydro-1-naphthalenolate

【CA登记号】

【分子式】C₁₀H₉NaO₂

【分子量】184.170028

【元素组成】C 65.22% H 4.93% Na 12.48% O 17.37%

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)

It can be obtained in two different ways both starting from the sodium salt of 5-hydroxy-3,4-dihydro-1(2H)-naphthalenone (I): 1) Its condensation with epichlorhydrine (A) in ethanol gives 5-(2,3-epoxypropoxy)-3,4-dihydro-1(2H)-naphthalenone (II), which is then condensed with tert-butylamine (B) in refluxing ethanol. 2) Its condensation with 3-chloro-1,2-propanediol (C) gives 5-(2,3-dihydroxy-propoxy)-3,4-dihydro-1(2H)-naphthalenone (III), which is esterified with tosyl chloride to the sulfonic ester (IV), and finally condensed with tert-butylamine.

参考文献中间体

合成目标

【1】 Merrill, E.J.; Synthesis of 14C-labeled Bunolol. J Pharm Sci 1971, 60, 10, 1589-91.
【2】 Castaner, J.; Arrigoni-Martelli, E.; Bunolol. Drugs Fut 1976, 1, 9, 403.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(B)	17895	2-Amino-2-methylpropane; tert-butylamine; 2-methyl-2-propanamine	75-64-9	C₄H₁₁N	详情	详情
(I)	40456	sodium 5-oxo-5,6,7,8-tetrahydro-1-naphthalenolate		C₁₀H₉NaO₂	详情	详情
(II)	40457	5-(2-oxiranylmethoxy)-3,4-dihydro-1(2H)-naphthalenone		C₁₃H₁₄O₃	详情	详情
(III)	40458	5-(2,3-dihydroxypropoxy)-3,4-dihydro-1(2H)-naphthalenone		C₁₃H₁₆O₄	详情	详情
(IV)	40459	2-hydroxy-3-[(5-oxo-5,6,7,8-tetrahydro-1-naphthalenyl)oxy]propyl 4-methylbenzenesulfonate		C₂₀H₂₂O₆S	详情	详情
(C)	12975	3-Chloro-1,2-propanediol; Glycerol alpha-monochlorohydrin	96-24-2	C₃H₇ClO₂	详情	详情

Extended Information