(1R,3aR,5aS,6S,8aR,8bR,9aS)-1-Hydroxy-6-isopropyl-1,3a,5a-trimethylperhydrocyclopenta[a]cyclopropa[i]naphthalen-4-one
نویسندگان
چکیده
The title compound (also know as azorellanone), C(20)H(32)O(2), is built up from three fused carbocycles, one five-membered ring and two six-membered rings. The five membered-ring has an envelope conformation, whereas the six-membered rings have a distorted half-chair and a twist-boat conformation. In the crystal, mol-ecules are linked by O-H⋯O inter-actions into zigzag chains with graph-set notation C(8) along [010]. The absolute configuration was assigned on the basis of earlier chemical studies.
منابع مشابه
Ethyl (1R,1′S,2′S,7a’R)-2-oxo-1′-[(3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4′,5′-d]pyran-5-yl]-1′,2′,5′,6′,7′,7a’-hexahydro-2H-spiro[acenaphthylene-1,3′-pyrrolizine]-2′-carboxylate
In the title compound, C(32)H(37)NO(8), the central pyran ring adopts a twist-boat conformation and the 1,3-dioxoane rings adopt envelope conformations. The acenaphthyl-enone unit and two C atoms of a pyrrolidine ring are disordered over two sets of sites [occupancy ratio 0.669 (7):0.331 (7)]. The major fraction of the disordered pyrrolidine ring exhibits an envelope conformation while the mino...
متن کامل(1R,3S,5R,6S)-6-Hydroxy-3-tosyloxytropan-8-ium chloride
The title compound, C(15)H(22)NO(4)S(+)·Cl(-), is a hydrolysis product of lesatropane [(1R,3S,5R,6S)-6-acet-oxy-3-tosyl-oxytropane] hydro-chloride, a potential anti-glaucoma agent. As in lesatropane, the piperidine and pyrrolidine rings in the title compound adopt chair and envelope conformations, respectively. There are two mol-ecules in the unit cell with similar conformations. The crystal st...
متن کامل(5R,6S)-4-Isopropyl-5-methyl-6-phenyl-3-propanoyl-2H-1,3,4-oxadiazinan-2-one
The title compound, C(16)H(22)N(2)O(3), was synthesized during the course of a study on (1R,2S)-norephedrine-derived 1,3,4-oxadiazinan-2-ones. The conformation adopted by the isopropyl group is pseudo-axial relative to the oxadiazinan core. The allylic strain contributes to this conformational arrangement.
متن کامل(1R,4R,5aS,7S,9aS)-7,9a-Dimethyl-6-methylene-3-oxo-1,3,4,5,5a,6,7,8,9,9a-decahydronaphtho[1,2-c]furan-1,4-diyl diacetate
The title compound, C(19)H(24)O(6), is a sesquiterpene lactone isolated from the Kenyan plant Warburgia ugandensis. Ring A adopts a chair conformation, ring B is in a C(2) twist conformation and the lactone ring is nearly planar with maximum deviation 0.007 (1) Å. The reported absolute configuration is based on that of the similar compound bromo-parasiticolide A and is supported by analysis of ...
متن کاملLactones 41. Synthesis and microbial hydroxylation of unsaturated terpenoid lactones with p-menthane ring systems.
Racemic [(±)-4-isopropyl-1-methyl-7-oxa-cis-bicyclo[4.3.0]non-4-en-8-one] and optically active δ,ε-unsaturated lactones [(-)-(1R,6R)-4-isopropyl-1-methyl-7-oxabicyclo[4.3.0]non-4-en-8-one and (+)-(1S,6S)-4-isopropyl-1-methyl-7-oxabicyclo[4.3.0] non-4-en-8-one)] with the p-menthane system were obtained and their odoriferous properties were evaluated. Biotransformations of the racemic lactone wit...
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عنوان ژورنال:
دوره 66 شماره
صفحات -
تاریخ انتشار 2010