The X-ray crystal structures of 6β-toluene-p-sulfonyloxymethyl-5β-hydroxy-B-norandrostane-3,17-dione (7) and 6β-methoxycarbonyl-3β,5β-dihydroxy-B-norandrostan-17-one (8) reveal that ring A exists in a twisted boat form in these 5β-B-norandrostanes.
References
1.
HansonJ. R., HitchcockP. H., ThangaveluV., and UyanikC., J. Chem. Res, 1999, (S) 18; (M) 0256.
2.
AllingerN. L., and Da RoogeM. A., J. Am. Chem, Soc., 1962, 84, 4561.
3.
RomersC., AltonaC., JacobsH. J. C., and De GraaffR. A. G., Terpenoids Steroids, 1974, 4, 531.
4.
FergusonG., MacauleyE. W., MidgleyJ. M., RobertsonJ. M., and WhalleyW. B., J. Chem. Soc., Chem. Commun., 1970, 954.
5.
SavageD. S., CameronA. F., FergusonG., HannawayC., and MackayI. R., J. Chem. Soc. B, 1971, 410.
6.
BoudreauS. M., and JenningsR. H., Steroids, 1982, 39, 381.
7.
KooijmanH., van GeeresteinV. J., van der SluisP., KantersJ. A., KroonJ., FunkeC. W., and KelderJ., J. Chem. Soc., Perkin Trans. 2, 1991, 1581.
8.
FieldingL., and GrantG. H., J. Am. Chem. Soc., 1993, 115, 1902.
9.
KnofL., Liebigs Ann. Chem., 1962, 657, 171.
10.
FieserL. F., and RajagopalanS., J. Am. Chem. Soc., 1949, 71, 3938.
11.
SheldrickG. M., SHELXS-97 Program for the Solution of Crystal Structures, University of Gottingen, Germany, 1997.
12.
SheldrickG. M., SHELXL-97 Program for Crystal Structure Refinement, University of Gottingen, Germany, 1997.