Abstract
In the title compound, C36H44O10·C6H6, the dioxolane ring adopts an envelope conformation with the C atom bonded to the H atom as the flap, while the cyclo-hexene and cyclo-hexane rings are in half-chair and chair conformations, respectively. In the crystal, a pair of O-H⋯O hydrogen bonds with an R 2 (2)(26) graph-set motif connect the benzoate mol-ecules into an inversion dimer. The dimers are linked by a weak C-H⋯O inter-action into a tape structure along [01-1]. The benzene mol-ecule links the tapes through C-H⋯O and C-H⋯π inter-actions, forming a sheet parallel to (100).
Highlights
C36H44O10C6H6, the dioxolane ring adopts an envelope conformation with the C atom bonded to the H atom as the flap, while the cyclohexene and cyclohexane rings are in half-chair and chair conformations, respectively
The title compound has been obtained in our synthetic study of paclitaxel as a cyclization precursor to build the taxane skeleton (Fukaya et al, 2014)
H atoms involved in hydrogen bonds are shown for clarity
Summary
Paclitaxel is a well-known natural diterpenoid containing a taxane framework (tricyclo[9.3.1.03,8]pentadecane; Fig. 1), with potent antitumor activity (Wall & Wani, 1995). This unique and complicated structure has attracted significant interest, and a large number of synthetic studies have been reported. In these researches, whereas some structure data after cyclization into taxane or taxoid derivatives are available (x 4), precursors just before cyclization are very few. The title compound has been obtained in our synthetic study of paclitaxel as a cyclization precursor to build the taxane skeleton (Fukaya et al, 2014).
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