The Anthrasteroid Rearrangement, L The E m' a ... - ACS Publications

OF ARTHRITIS AND METABOLIC DISEASES, NATIONAL INSTITUTES. OF. HEALTH, PUBLIC HEALTH SERVICE, DEPARTMENT. O F HEALTH, EDUCATION...
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WILLIAMK. NES AND ERICH~ ~ O S E T T I C

VOl. 76

[CONTRIBUTION FROM THE NATIONAL INSTITKJTE OF ARTHRITISAND METABOLIC DISEASES,NATIONAL INSTITUTES OF HEALTH, PUBLIC HEALTH SERVICE, DEPARTMENT O F HEALTH, EDUCATION AND WELFARE]

The Anthrasteroid Rearrangement, L The E m ’ a aacL Proof of Structure of Anthraergostapentaene BY WILLIAMR. NES AND ERICHMOSETTIG RECEIVED FEBRUARY 15, 1954 The acid-catalyzed rearrangement at 23’ of dehydroergosteryl acetate (Ib) t o a s-octahydroanthracene derivative (11) is described. The structure of I1 has been elucidated by spectroscopic measurements and by dehydrogenation and oxidation experiments

When dehydroergosteryl acetate (I) was treated in chloroform a t 23” with hydrogen chloride in small concentrations (