3-hydroxy-2-methoxypropyl octadecylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】22997

【品名】3-hydroxy-2-methoxypropyl octadecylcarbamate

【CA登记号】

【分子式】C₂₃H₄₇NO₄

【分子量】401.63052

【元素组成】C 68.78% H 11.8% N 3.49% O 15.93%

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：(III)

The condensation of 2-methoxypropane-1,3-diol (I) with octadecylisocyanate (II) in pyridine gives 3-(N-octadecylcarbamoyloxy)-2-methylpropanol (III), which is esterified with 2-bromoethyl phosphorodichloridate (IV) by means of pyridine in benzene and treated with water to afford 3-(N octadecyicarbamoyloxy)-2-methoxypropyl2-bromoethyl acid phosphate (V). Finally, this compound is treated with thiazole (VI) and Ag2CO3 in hot toluene.

参考文献中间体

合成目标

【1】 Inada, Y.; Terashita, Z.; Yoshioka, Y.; Tsushima, S.; Nishikawa, K.; Nomura, H.; CV-3988 - A specific antagonist of platelet activa. Life Sci 1983, 32, 1975.
【2】 Nomura, H.; Hozumi, M.; Yoshioka, Y. (Takeda Chemical Industries, Ltd.); Carbamic acid esters, their production and use. EP 0035375 .
【3】 Castaner, J.; Prous, J.; CV-3988. Drugs Fut 1987, 12, 1, 12.

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)	13579	2-Methoxy-1,3-propanediol		C₄H₁₀O₃	详情	详情
(II)	13586	1-Isocyanatooctadecane; octadecyl isocyanate	112-96-9	C₁₉H₃₇NO	详情	详情
(III)	22997	3-hydroxy-2-methoxypropyl octadecylcarbamate		C₂₃H₄₇NO₄	详情	详情
(IV)	13033	Dichlorophosphoric acid 2-bromoethyl ester		C₂H₄BrCl₂O₂P	详情	详情
(V)	22999	3-[[(2-bromoethoxy)(hydroxy)phosphoryl]oxy]-2-methoxypropyl octadecylcarbamate		C₂₅H₅₁BrNO₇P	详情	详情
(VI)	23000	1,3-thiazole	288-47-1	C₃H₃NS	详情	详情

Extended Information