acetone O-benzyloxime -Drug Synthesis Database

【结构式】

【分子编号】53315

【品名】acetone O-benzyloxime

【CA登记号】n/a

【分子式】C₁₀H₁₃NO

【分子量】163.21936

【元素组成】C 73.59% H 8.03% N 8.58% O 9.8%

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 reaction of 14C-labeled acetone (I) with O-benzylhydroxylamine (II) and pyridine in refluxing ethanol gives the corresponding oxime (III), which is methylated with MeLi and BF3.Et2O in toluene to yield labeled N-tert-butyl-O-benzylhydroxylamine (IV). The deprotection of (IV) by hydrogenation with H2 over Pd/C in methanol affords N-tert-butylhydroxylamine (V), which is finally condensed with benzaldehyde 2,4-disulfonic acid sodium salt (VI) in HOAc/water to give rise to the target imine oxide.

参考文献中间体

合成目标

【1】 Johansson, R.; Werner, R.; Syntheses of two [14C]-labeled disodium 4-[(N-tert-butylimino)methyl]benzene-1,3-disulfonate N-oxides. J Label Compd Radiopharm 2000, 43, 13, 1265.

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)	14640	O-benzylhydroxylamine; 1-[(aminooxy)methyl]benzene	622-33-3	C₇H₉NO	详情	详情
(II)	23199	2-Propanone; Acetone; beta-ketopropane; chevron acetone;propan-2-one； Dimethyl formaldehyde; Dimethyl ketone; dimethylketal; Ketone propane; Methyl ketone; Propanone; Pyroacetic acid; Pyroacetic ether	67-64-1	C₃H₆O	详情	详情
(II)	53313	acetone	67-64-1	C₃H₆O	详情	详情
(III)	53314	acetone O-benzyloxime	n/a	C₁₀H₁₃NO	详情	详情
(III)	53315	acetone O-benzyloxime	n/a	C₁₀H₁₃NO	详情	详情
(IV)	53316	1-{[(tert-butylamino)oxy]methyl}benzene; O-benzyl-N-(tert-butyl)hydroxylamine	n/a	C₁₁H₁₇NO	详情	详情
(IV)	53317	O-benzyl-N-(tert-butyl)hydroxylamine; 1-{[(tert-butylamino)oxy]methyl}benzene	n/a	C₁₁H₁₇NO	详情	详情
(V)	35455	N-(tert-butyl)hydroxylamine; 2-(hydroxyamino)-2-methylpropane		C₄H₁₁NO	详情	详情
(V)	53318	2-(hydroxyamino)-2-methylpropane; N-(tert-butyl)hydroxylamine	16649-50-6	C₄H₁₁NO	详情	详情
(VI)	37311	Benzaldehyde-2,4-disulfonic acid disodium; disodium 4-formyl-1,3-benzenedisulfonate	33513-44-9	C₇H₄Na₂O₇S₂	详情	详情

Extended Information