3-Methyl-1,3-oxazolane -Drug Synthesis Database

【结构式】

【分子编号】10206

【品名】3-Methyl-1,3-oxazolane

【CA登记号】

【分子式】C₄H₉NO

【分子量】87.1216

【元素组成】C 55.15% H 10.41% N 16.08% O 18.36%

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：(VI)

A new synthesis of 13C- or 14C-labeled SKF-86466 has been described: The Friedel Craft's condensation of labeled benzene (I) with oxalyl chloride by means of AlCl3 in CS2 yields benzoic acid (II), which is chlorinated by means of cupric chloride and thallium (III) trifluoroacetate in trifluoroacetic acid to give 2-chlorobenzoic acid (III). The reduction of (III) by means of borane/THF complex in THF affords 2-chlorobenzyl alcohol (IV), which is treated with hot concentrated HCl to afford 2-chlorobenzyl chloride (V). The Grignard condensation of (V) with N-methyloxazolidine (VI) by means of Mg in ether gives N-[2-(2-chlorophenyl)ethyl]-N-methyl-2-hydroxyethylamine (VII), which is finally cyclized by treatment with PCl5 in hot trichlorobenzene followed by addition of AlCl3 and heating at 215-25 C.

参考文献中间体

合成目标

【1】 Etzkorn, F.; Villani, A.J.; Rotert, G.A.; Heys, J.R.; Synthesis of 13C, 14C and 2H13C labeled adrenoceptor antagonists: 6-c hloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine hydrochloride and its N-desmethyl analog. J Label Compd Radiopharm 1988, 25, 12, 1339.

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)	13364	Benzene	71-43-2	C₆H₆	详情	详情
(I)	44622			C₆H₆	详情	详情
(II)	10202	Benzoic acid	65-85-0	C₇H₆O₂	详情	详情
(II)	44623			C₇H₆O₂	详情	详情
(III)	10203	o-Chlorobenzoic acid; 2-Chlorobenzoic acid	118-91-2	C₇H₅ClO₂	详情	详情
(III)	44624			C₇H₅ClO₂	详情	详情
(IV)	10204	2-Chlorobenzyl alcohol; (2-Chlorophenyl)methanol	17849-38-6	C₇H₇ClO	详情	详情
(IV)	44625			C₇H₇ClO	详情	详情
(V)	10205	1-Chloro-2-(chloromethyl)benzene; 2-Chlorobenzyl chloride	611-19-8	C₇H₆Cl₂	详情	详情
(V)	44626			C₇H₆Cl₂	详情	详情
(VI)	10206	3-Methyl-1,3-oxazolane		C₄H₉NO	详情	详情
(VII)	10207	2-[(2-Chlorophenethyl)(methyl)amino]-1-ethanol		C₁₁H₁₆ClNO	详情	详情
(VII)	44627			C₁₁H₁₆ClNO	详情	详情

Extended Information