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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

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Title 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
 
Creator BANERJEE, S
DESAI, UR
TRIVEDI, GK
 
Subject labels
oxidation
 
Description 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.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2011-08-26T19:49:36Z
2011-12-26T12:57:35Z
2011-12-27T05:43:46Z
2011-08-26T19:49:36Z
2011-12-26T12:57:35Z
2011-12-27T05:43:46Z
1992
 
Type Article
 
Identifier TETRAHEDRON, 48(1), 133-148
0040-4020
http://dx.doi.org/10.1016/S0040-4020(01)80586-X
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11419
http://hdl.handle.net/10054/11419
 
Language en