[Bis(4R,5S)-4,5-diphenyl-1,3-oxazolin-2-yl]methane and [Bis(4S,5R)-4,5-diphenyl-1,3-oxazolin-2-yl]methane

[157904-66-0] C31H26N2O2 (MW 458.55) InChI = 1S/C31H26N2O2/c1-5-13-22(14-6-1)28-30(24-17-9-3-10-18-24)34-26(32-28)21-27-33-29(23-15-7-2-8-16-23)31(35-27)25-19-11-4-12-20-25/h1-20,28-31H,21H2/t28-,29-,30+,31+/m1/s1 InChIKey = BVEHHQYXICTXGR-VKONIRKNSA-N [139021-82-8] C31H26N2O2 (MW 458.55) InChI = 1S/C31H26N2O2/c1-5-13-22(14-6-1)28-30(24-17-9-3-10-18-24)34-26(32-28)21-27-33-29(23-15-7-2-8-16-23)31(35-27)25-19-11-4-12-20-25/h1-20,28-31H,21H2/t28-,29-,30+,31+/m1/s1 InChIKey = BVEHHQYXICTXGR-VKONIRKNSA-N (asymmetric catalyst for copper-catalyzed cyclopropanation,1 direct asymmetric α-amination of 2-keto esters,2 aza-Henry reactions of nitronates,3 reduction of aromatic ketones4) Alternate Name: cis-DiPh-Box. Physical Data: (4S,5R)-1 mp 205–208 °C, [α]D24 + 160 (c 0.5, CHCl3). Solubility: soluble in CHCl3, CH2Cl2, CH3CN, Et2O, toluene, and THF. Form Supplied in: (4S,5R)-1 commercially available as a white, crystalline powder. Analysis of Reagent Purity: by NMR and specific rotation determination. Preparative Methods: both enantiomers are readily prepared in one step from diethyl malonate or malono-bis-imidate and the corresponding amino alcohols.1, 5 Purification: chromatograph on neutral alumina.5