Octyl bromide; 1-Octyl bromide; 1-Bromooctane; Capryl bromide; n-Octyl bromide -Drug Synthesis Database

【结构式】

【分子编号】52464

【品名】Octyl bromide; 1-Octyl bromide; 1-Bromooctane; Capryl bromide; n-Octyl bromide

【CA登记号】111-83-1

【分子式】C₈H₁₇Br

【分子量】193.12698

【元素组成】C 49.75% H 8.87% Br 41.37%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(IV)

Treatment of 1,2-bis-(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid (I) with acetic anhydride and pyridine provided the cyclic anhydride (II). Ethylene glycol octyl ether (V) was prepared by Williamson's synthesis from the sodium alkoxide of ethylene glycol (III) and n-octyl bromide (IV). Finally, the title diester was obtained by heating anhydride (II) with the octyl ether of ethyleneglycol (V).

参考文献中间体

合成目标

【1】 Kozak, A.; Shapiro, I. (D-Pharm Ltd.); Lipophilic diesters of chelating agents. JP 2001518458; WO 9916741 .

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)	52462			C₂₂H₂₄N₂O₁₀	详情	详情
(II)	52463	4-{2-[(2-{[2-(2,6-dioxo-4-morpholinyl)phenyl]oxy}ethyl)oxy]phenyl}-2,6-morpholinedione		C₂₂H₂₀N₂O₈	详情	详情
(III)	11295	Polyethylene glycol;1,2-Ethanediol;Monoethylene glycol; Ethylene glycol	107-21-1	C₂H₆O₂	详情	详情
(IV)	52464	Octyl bromide; 1-Octyl bromide; 1-Bromooctane; Capryl bromide; n-Octyl bromide	111-83-1	C₈H₁₇Br	详情	详情
(V)	52465	Ethylene glycol monooctyl ether; n-Octyl-monooxyethylene; Octylglycol	10020-43-6	C₁₀H₂₂O₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(II)

Alkylation of methyl thioglycolate (I) with n-octyl bromide (II) gave the octyl thioether (III). The sulfide group was then oxidized to the sulfoxide (IV) by using either hydrogen peroxide in the presence of ammonium molybdate or m-chloroperbenzoic acid. The target amide was finally obtained by ammonolysis of the methyl ester function of (IV).

参考文献中间体

合成目标

【1】 Parrish, N.M.; et al.; In vitro activity of a novel antimycobacterial compound, n-octanesulfonylacetamide, and its effects on lipid and mycolic acid synthesis. Antimicrob Agents Chemother 2001, 45, 4, 1143.
【2】 Jones, P.B.; et al.; A new class of antituberculosis agents. J Med Chem 2000, 43, 17, 3304.
【3】 Dick, J.D.; Parrish, N.M.; Townsend, C.A.; Kuhajda, F.P.; Pasternack, G.R. (Johns Hopkins University); Antimicrobial cpds.. JP 2001514168; WO 9910321 .

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)	18838	methyl 2-sulfanylacetate	2365-48-2	C₃H₆O₂S	详情	详情
(II)	52464	Octyl bromide; 1-Octyl bromide; 1-Bromooctane; Capryl bromide; n-Octyl bromide	111-83-1	C₈H₁₇Br	详情	详情
(III)	52636	methyl 2-(octylsulfanyl)acetate		C₁₁H₂₂O₂S	详情	详情
(IV)	52637	methyl 2-(octylsulfonyl)acetate		C₁₁H₂₂O₄S	详情	详情

Extended Information