2-[(1R)-1-hydroxyethyl]-4(3H)-pyrimidinone -Drug Synthesis Database

【结构式】

【分子编号】64070

【品名】2-[(1R)-1-hydroxyethyl]-4(3H)-pyrimidinone

【CA登记号】

【分子式】C₆H₈N₂O₂

【分子量】140.1418

【元素组成】C 51.42% H 5.75% N 19.99% O 22.83%

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：(XIV)

In an alternative synthesis of (X), treatment of (R)-2-hydroxypropionamide (XI) with triethyloxonium fluoborate affords the chiral imidate (XII), which is further converted to amidine (XIII) with ammonia in MeOH. Condensation of (XIII) with the sodium salt of ethyl 3-hydroxyacrylate (VI) leads to the (R)-2-(1-hydroxyethyl)pyrimidinone (XIV). This is then esterified with butyric anhydride to give intermediate (X).

参考文献中间体

合成目标

【1】 Mylari, B.L.; Zembrowski, W.J.; Murry, J.A.; Chu-Moyer, M.Y. (Pfizer Products Inc.); Aminopyrimidines as sorbitol dehydrogenase inhibitors. EP 1185275; US 6414149; WO 0059510 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(VI)	64063	sodium (E)-3-ethoxy-3-oxo-1-propen-1-olate	C₅H₇NaO₃	详情	详情
(X)	64066	(1R)-1-(6-oxo-1,6-dihydro-2-pyrimidinyl)ethyl butyrate	C₁₀H₁₄N₂O₃	详情	详情
(XI)	64067	(2R)-2-hydroxypropanamide	C₃H₇NO₂	详情	详情
(XII)	64068	ethyl (2R)-2-hydroxypropanimidoate	C₅H₁₁NO₂	详情	详情
(XIII)	64069	(2R)-2-hydroxypropanimidamide	C₃H₈N₂O	详情	详情
(XIV)	64070	2-[(1R)-1-hydroxyethyl]-4(3H)-pyrimidinone	C₆H₈N₂O₂	详情	详情

Extended Information