SYNTHESIS OF 2'-(3-ALPHA-BENZYLOXY-24-NORCHOLAN-23-YL)-2',4',4'-TRIMETHYL-4',5'-DIHYDROOXAZOLINE-N-OXYL - A NEW POTENTIAL SPIN PROBE FOR BIOMEMBRANES

被引:12
作者
BANERJEE, S [1 ]
DESAI, UR [1 ]
TRIVEDI, GK [1 ]
机构
[1] INDIAN INST TECHNOL,DEPT CHEM,BOMBAY 400076,INDIA
关键词
D O I
10.1016/S0040-4020(01)80586-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a new steroidal nitroxide, viz. 2'-(3-alpha-benzyloxy-24-norcholan-23-yl)-2',4',4'-trimethyl-4',5'-dihydrooxazoline-N-oxyl 7, a potential spin probe for biomembranes is described. The title compound in improved yield could be obtained by a direct Grignard reaction on the oxaziridine 4. This effected a one-step reduction in the overall synthetic sequence. The methodology of the Grignard reaction on the oxaziridine to yield the nitroxide is reported for the first time. In dilute solutions, the isotropic ESR parameters for 7 have been measured.
引用
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页码:133 / 148
页数:16
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