N(1)-ethyl-1,2-ethanediamine; N-(2-aminoethyl)-N-ethylamine -Drug Synthesis Database

【结构式】

【分子编号】39928

【品名】N(1)-ethyl-1,2-ethanediamine; N-(2-aminoethyl)-N-ethylamine

【CA登记号】110-72-5

【分子式】C₄H₁₂N₂

【分子量】88.15276

【元素组成】C 54.5% H 13.72% N 31.78%

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：(II)

The cyclization of diethyl oxalate (I) with N-ethylethylenediamine (II) in ethanol gives ethyl-2,3-dioxopiperazine (III), which by reaction first with trimethylsilyl chloride and triethytamine and then with phosgene in THF is converted into 4-ethyl-2,3-dioxopiperazine-1-carboxylic acid chloride (IV). Finally, this compound is condensed with 6-D-(-)-alpha-aminophenylacetamidopenicillanic acid (V) by means of triethylamine in THF - water.

参考文献中间体

合成目标

【1】 Saikawa, I.; et al.; Penicillins and cephalosporins and process for producing the same. DE 2519400; FR 2269937; FR 2320295; GB 1508062 .
【2】 Loren, J.G.; Castañer, J.; Piperacillin. Drugs Fut 1978, 3, 11, 829.

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)	17571	Diethyl oxalate; Ethyl 2-ethoxy-2-oxoacetate	95-92-1	C₆H₁₀O₄	详情	详情
(II)	39928	N(1)-ethyl-1,2-ethanediamine; N-(2-aminoethyl)-N-ethylamine	110-72-5	C₄H₁₂N₂	详情	详情
(III)	39929	1-ethyl-2,3-piperazinedione	59702-31-7	C₆H₁₀N₂O₂	详情	详情
(IV)	24305	4-ethyl-2,3-dioxo-1-piperazinecarbonyl chloride	59703-00-3	C₇H₉ClN₂O₃	详情	详情
(V)	31107	(2S,5R,6R)-6-[[(2R)-2-amino-2-phenylethanoyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid	69-53-4	C₁₆H₁₉N₃O₄S	详情	详情

Extended Information