ethyl 2-ethoxy-2-oxoacetate -Drug Synthesis Database

【结构式】

【分子编号】45301

【品名】ethyl 2-ethoxy-2-oxoacetate

【CA登记号】

【分子式】C₆H₁₀O₄

【分子量】146.143

【元素组成】C 49.31% H 6.9% O 43.79%

与该中间体有关的原料药合成路线共 3 条

合成路线1 合成路线2 合成路线3

合成路线1

该中间体在本合成路线中的序号：(III)

Reaction of tetrabutylammonium [11C]cyanide (I) with methyl chloroformate in a two phase system afforded labeled methyl cyanoformate (II), which was refluxed in ethanolic HCl to yield diethyl [1-11C]oxalate (III).

参考文献中间体

合成目标

【1】 Thorell, J.O.; et al.; Synthesis of a C-11-labelled nitrated 1,4-dihydroquinoxaline-2,3-dione, the NMDA glycine receptor antagonist ACEA 1021 (Licostinel). J Label Compd Radiopharm 1998, 41, 4, 345-353.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	16993	methyl chlorocarbonate;Carbonochloridic acid methyl ester；[(chlorocarbonyl)oxy]methane；methyl chloroformate	79-22-1	C₂H₃ClO₂	详情	详情
(II)	18001	methyl 2-nitriloacetate; carbonocyanic acid, methyl ester	17640-15-2	C₃H₃NO₂	详情	详情
(II)	45300	methyl 2-nitriloacetate		C₃H₃NO₂	详情	详情
(III)	17571	Diethyl oxalate; Ethyl 2-ethoxy-2-oxoacetate	95-92-1	C₆H₁₀O₄	详情	详情
(III)	45301	ethyl 2-ethoxy-2-oxoacetate		C₆H₁₀O₄	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

Phenylenediamine (IV) was protected as the benzoselenadiazole (V) on treatment with selenium dioxide in 1 N HCl. The subsequent nitration with nitric and sulfuric acid provided (VI), which on stirring with a mixture of concentrated HCl and HI gave the nitrodiamine (VII). Cyclization of (VII) with labeled diethyl oxalate (III) in sulfuric acid at 175 C yielded labeled quinoxalinedione.

参考文献中间体

合成目标

【1】 Thorell, J.O.; et al.; Synthesis of a C-11-labelled nitrated 1,4-dihydroquinoxaline-2,3-dione, the NMDA glycine receptor antagonist ACEA 1021 (Licostinel). J Label Compd Radiopharm 1998, 41, 4, 345-353.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(III)	17571	Diethyl oxalate; Ethyl 2-ethoxy-2-oxoacetate	95-92-1	C₆H₁₀O₄	详情	详情
(III)	45301	ethyl 2-ethoxy-2-oxoacetate		C₆H₁₀O₄	详情	详情
(IV)	18003	4,5-dichloro-1,2-benzenediamine; 4,5-Dichloro-o-phenylenediamine; 2-amino-4,5-dichlorophenylamine	5348-42-5	C₆H₆Cl₂N₂	详情	详情
(V)	18004	5,6-dichloro-2,1,3-benzoselenadiazole		C₆H₂Cl₂N₂Se	详情	详情
(VI)	18005	5,6-dichloro-4-nitro-2,1,3-benzoselenadiazole		C₆HCl₂N₃O₂Se	详情	详情
(VII)	18006	2-amino-4,5-dichloro-3-nitrophenylamine; 4,5-dichloro-3-nitro-1,2-benzenediamine		C₆H₅Cl₂N₃O₂	详情	详情

合成路线3

该中间体在本合成路线中的序号：(III)

Alternatively, condensation of phenylenediamine (IV) with oxalate (III) in hot sulfuric acid afforded labeled quinoxalinedione (VIII), to which was added acetic acid or diethyl oxalate in order to protect amino groups, and was then nitrated with fuming nitric acid and sulfuric acid.

参考文献中间体

合成目标

【1】 Thorell, J.O.; et al.; Synthesis of a C-11-labelled nitrated 1,4-dihydroquinoxaline-2,3-dione, the NMDA glycine receptor antagonist ACEA 1021 (Licostinel). J Label Compd Radiopharm 1998, 41, 4, 345-353.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(III)	17571	Diethyl oxalate; Ethyl 2-ethoxy-2-oxoacetate	95-92-1	C₆H₁₀O₄	详情	详情
(III)	45301	ethyl 2-ethoxy-2-oxoacetate		C₆H₁₀O₄	详情	详情
(IV)	18003	4,5-dichloro-1,2-benzenediamine; 4,5-Dichloro-o-phenylenediamine; 2-amino-4,5-dichlorophenylamine	5348-42-5	C₆H₆Cl₂N₂	详情	详情
(VIII)	18007	6,7-dichloro-1,4-dihydro-2,3-quinoxalinedione	25983-13-5	C₈H₄Cl₂N₂O₂	详情	详情

Extended Information