(6S)-2-tert-Butyl-6-[(4S,5R)-3,4-dimethyl-5-phenyloxazolidin-2-yl]phenol

Abstract

The title compound, C21H27NO2, exhibits hydrogen bonding between the phenolic H atom and the heterocyclic N atom. The absolute configuration of the mol­ecule is known from the synthetic procedure.

(6R)-2-tert-Butyl-6-[(4R,5S)-3-isopropyl-4-methyl-5-phenyloxazolidin-2-yl]phenol

“…The procedure for recreating the Jmol figure is provided in the hopes that readers will find it useful for creating their own. We are reporting three related structures containing Jmol enhanced figures, one in this paper and the other two in other papers in this Journal (Campbell et al, 2010;Anderson et al, 2010). The Jmol enhanced figures were created to illustrate a range of author convenience versus end user experience, ranging from a purely GUI driven experience for the author resulting in a less functional figure for the end user to a more sophisticated use of the Jmol scripting by the author resulting in a more polished and versatile figure for the end user.…”

“…For related structures and background to the use of chiral oxazolidines in asymmetric synthesis, see: Agami & Couty (2004); Anderson et al (2010); Campbell et al (2010); Ge et al (2003); Hitchcock et al (2004); Nakano et al (2001); Parrott et al (2008); Parrott & Hitchcock (2007). For geometry checks using Mogul, see: Bruno et al (2004).…”

(6S)-2,4-Di-tert-butyl-6-[(4S,5R)-3-isopropyl-4-methyl-5-phenyloxazolidin-2-yl]phenol

“…The procedure for recreating the Jmol figure is provided in the hope that readers will find it useful for creating their own. We are reporting three related structures containing Jmol enhanced figures, one in this paper and the other two in other papers in this Journal (Anderson et al, 2010;Koyanagi et al, 2010). The Jmol enhanced figures were created to illustrate a range of author convenience versus end user experience, ranging from a purely GUI driven experience for the author resulting in a less functional figure for the end user to a more sophisticated use of the Jmol scripting by the author resulting in a more polished and versatile figure for the end user.…”

“…For related structures and background to chiral oxazolidines, see: Agami & Couty (2004); Anderson et al (2010); Bourne et al (1997); Duffy et al (2004); Hitchcock et al (2004); Koyanagi et al (2010); Parrott & Hitchcock (2007); Parrott et al (2008). The synthesis and absolute configuration assignment of the title compound is described by Parrott et al (2008).…”