Introducing .DELTA..sup.11 unsaturation into steroid compounds

Details Introducing .DELTA..sup.11 unsaturation into steroid compounds Introducing .DELTA..sup.11 unsaturation into steroid compounds

1975-07-18

1976-12-21

Roberts, Elbert L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603972, C07J 700, C07J 900

Patent

active

039988597

ABSTRACT:
A process for the introduction of .DELTA..sup.11 unsaturation into steroid compounds having a C-12 sulfonate ester group is described. Dehydrosulfonation is carried out by reacting the sulfonate with a hexaalkylphosphoric triamide. The process is particularly useful with steroid compounds that also contain a blocked C-7 hydroxy group. The process yields the 11-enate in preference to the 6,11-dienate. The yield of the process can be increased by carrying out the reaction in the presence of a weak base.

REFERENCES:
patent: 3164616 (1965-01-01), Bharucha
patent: 3817988 (1974-06-01), Barton et al.
patent: 3891681 (1975-06-01), Saltzman

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