Abstract
In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation with the C atom bonded to the butenoate side chain as the flap. It deviates from the mean plane of the other atoms in the ring by 0.446 (6) Å. In the crystal, mol-ecules are connected by O-H⋯O hydrogen bonds into helical chains running along the b-axis direction. The chains are linked into a sheet structure parallel to (001) by an N-H⋯O hydrogen bond. These classical hydrogen bonds enclose an R44(24) graph-set motif in the sheet structure. Furthermore, a weak inter-molecular C-H⋯Cl inter-action expands the sheet structures into a three-dimensional network.
Highlights
C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation with the C atom bonded to the butenoate side chain as the flap
Molecules are connected by O—H O hydrogen bonds into helical chains running along the b-axis direction
On the basis of this concept, we have explored the utilization of cyclic orthoamides, prepared from allylic diol and triol with known conditions (Overman, 1974; 1976), and have developed a new strategy for the total synthesis of a certain natural product (Nakayama, et al, 2013)
Summary
Cyclic compounds often play a significant role, in controlling stereochemistry due to their conformational rigidity, and as protecting groups in organic synthesis. The title compound is a structural isomer of a recently reported compound (Oishi et al, 2016)
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