
%0 Journal Article
%A Hambley, TW 
%A Hambley, TW 
%A Lewis, KG 
%A Lewis, KG 
%A Tucker, DJ 
%A Tucker, DJ 
%A Turner, P 
%A Turner, P 
%T Properties of Olean-12-ene-3&#945;,16&#946;,22&#945;,28-tetrol and Some Derivatives
%J Australian Journal of Chemistry
%D 1996/07/01
%V 49
%N 7
%P 775-783
%K 
%R https://doi.org/10.1071/CH9960775
%U https://www.publish.csiro.au/paper/CH9960775 
%X Reaction of olean-12-ene-3&#946;,16&#946;,22&#945;,28-tetrol ( chichipegenin ) (1) with methyl orthoformate gives the 16&#946;,22&#945;,28-orthoformate (2). Acetylation of the ortho ester followed by hydrolysis gives the tetrol 3&#946;-monoacetate (5). It is shown that intramolecular hydrogen bonding occurs in the tetrol (1) and the 3&#946;-monoacetate (5) in non-polar solvents. X-Ray crystallographic data on the tetrol and its tetraacetate (4) are reported. The tetrol,C30H50O4, M 474.72, crystallized in the orthorhombic space group P 212121 with a 12.363(6), b 31.888(3), c 6.962(3) &#506;, V 2745(1) &#506;3, Dc(Z = 4) 1.149 g cm-3, N = N(unique) 2394, No 1878 [I > 1.5&#963;(I)], Nvar 500; R 0.038, Rw 0.040. The tetraacetate , C38H58O8, M 642.87, crystallized in the monoclinic space group P 21, with a 10.603(2), b 16.569(1), c 10.814(1) &#506;, &#946; 98.72(1)&#176;, V 1877.9(4) &#506;3, Dc(Z = 2) 1.137g cm-3 N 3090, Rmerge 4.67% for N(unique) 2917, No 2663 [I > 2.5&#963;(I)], Nvar 414; R 0.053, Rw 0.050. 
