Synthesis of 1-chloro-1-[N-15]nitrosocyclohexane, an electrophilic aminating reagent.

被引:0
|
作者
Lodwig, SN
Silks, LA
Unkefer, CJ
机构
[1] LOS ALAMOS NATL LAB,NATL STABLE ISOTOPE RESOURCE,LOS ALAMOS,NM 87545
[2] CENTRALIA COLL,DIV SCI,CENTRALIA,WA 98531
来源
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1996年 / 38卷 / 02期
关键词
1-chloro-1-[N-15]nitrosocyclohexane; N-15]cyclohexyloxime; potassium [N-15]nitrite; and potassium [N-15]nitrate;
D O I
10.1002/(SICI)1099-1344(199602)38:2<161::AID-JLCR830>3.0.CO;2-L
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
We have prepared 1-chloro-1-[N-15]nitrosocyclohexane, an electrophillic aminating reagent useful for the stereoselective synthesis of alpha-[N-15]amino acids. Treatment of potassium [N-15]nitrate with Pb-o gave potassium [N-15]nitrite, which was converted into the intermediate hydroxylamine disulfonate by treatment with sodium bisulfite and sulfur dioxide. Addition of an excess of cylohexanone followed by heating gave a mixture of the cyclohexanone [N-15]oxime and unreacted cyclohexdanone which was removed in vacuo. The resulting [N-15]oxime was then converted to 1-chloro-1-[N-15]nitrosocyclohexane in essentially quantitative yield by treatment with chlorine gas.
引用
收藏
页码:161 / 167
页数:7
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