N,N'-dimethylurea -Drug Synthesis Database

【结构式】

【分子编号】21488

【品名】N,N'-dimethylurea

【CA登记号】96-31-1

【分子式】C₃H₈N₂O

【分子量】88.1094

【元素组成】C 40.9% H 9.15% N 31.79% O 18.16%

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：(I)

By nitrosation of symmetrical dimethylurea (I) with sodium nitrite (II) in the presence of sulfuric acid.

参考文献中间体

合成目标

【1】 Ostrovskaya, L.A.; Emanuel, N.M.; Korman, D.B.; et al.; Alkylnitrosoureas - The Novel Class of Antitumor Drugs. Nauka: Moscow 1978.
【2】 Ostrovskaya, L.A.; DIMETHYNUR. Drugs Fut 1989, 14, 11, 1038.

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)	21488	N,N'-dimethylurea	96-31-1	C₃H₈N₂O	详情	详情

合成路线2

该中间体在本合成路线中的序号：(II)

Selective O-alkylation of trans-4-aminocyclohexanol (I) was effected by protection of the amino group as the triazinone (III) upon treatment with N,N-dimethylurea and formaldehyde. Subsequent alkylation of (III) with tert-butyl bromoacetate under phase-transfer conditions afforded ether (IV). The protecting group of (IV) was then removed by treatment with ammonium chloride.

参考文献中间体

合成目标

【1】 Ono, S.; Yoshida, T.; Ashimori, A.; Kosaka, K.; Okada, T.; Maeda, K.; Eda, M.; Mori, F.; Inoue, Y.; Ebisu, H.; Imada, T.; Ikegawa, R.; Wang, F.; Nakamura, N. (Welfide Corporation); Novel fused-ring carboxylic acid cpds. or salt thereof,and medicinal use thereof. EP 0712844; JP 1996053398; JP 1996231548; US 5635527; US 5753670; WO 9533720 .
【2】 Nakamura, N.; Imada, T.; Inoue, Y.; Kosaka, K.; Yoshida, T.; Ono, S.; Fukaya, C.; Maeda, K.; Preparation and pharmacological evaluation of novel glycoprotein (Gp) IIb/IIIa antagonists. 2. Condensed heterocyclic derivatives. Chem Pharm Bull 1999, 47, 12, 1694.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	17430	2-Bromoacetic acid tert-butyl ester; tert-butyl 2-bromoacetate; tert-Butyl bromoacetate	5292-43-3	C₆H₁₁BrO₂	详情	详情
(I)	19581	trans-4-Aminocyclohexanol；trans-4-Amino-1-cyclohexanol;trans-4-Amino-1-cyclohexanol;	27489-62-9	C₆H₁₃NO	详情	详情
(II)	21488	N,N'-dimethylurea	96-31-1	C₃H₈N₂O	详情	详情
(III)	37350	5-(4-hydroxycyclohexyl)-1,3-dimethyl-1,3,5-triazinan-2-one		C₁₁H₂₁N₃O₂	详情	详情
(IV)	37351	tert-butyl 2-[[4-(3,5-dimethyl-4-oxo-1,3,5-triazinan-1-yl)cyclohexyl]oxy]acetate		C₁₇H₃₁N₃O₄	详情	详情
(V)	37352	tert-butyl 2-[(4-aminocyclohexyl)oxy]acetate		C₁₂H₂₃NO₃	详情	详情

Extended Information