Tetrahedron p. 9939 - 9950 (1992)
Update date:2022-08-03
Topics:
Banerjee
Trivedi
The synthesis of a steroidal spin label 10 containing a tempo nitroxide group in the side chain of lithocholic acid 1 is reported. This is the first report of a tempo nitroxide in a steroidal side chain. The methodology involved a Wittig condensation between the steroidal phosphonium ylide 7 and tempone 9. The synthesis of a proxyl nitroxide 16 with the proxyl group in the side chain of 1 is also described. A mild oxidation of 16 to the corresponding 3-keto spin label 17 in high yield is also achieved.
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