(4S,4'S)-2,2'-(Pentane-3,3'-diyl)bis(4-benzyl-4,5-dihydrooxazole)

• CAT Number: M137449
• CAS Number: 160191-64-0
• Molecular Formula: C25H30N2O2
• Molecular Weight: 390.53
• Purity: ≥95%
• Storage: -20°C
• IUPAC Name: (4S)-4-benzyl-2-[3-[(4S)-4-benzyl-4,5-dihydro-1,3-oxazol-2-yl]pentan-3-yl]-4,5-dihydro-1,3-oxazole
• InChI: InChI=1S/C25H30N2O2/c1-3-25(4-2,23-26-21(17-28-23)15-19-11-7-5-8-12-19)24-27-22(18-29-24)16-20-13-9-6-10-14-20/h5-14,21-22H,3-4,15-18H2,1-2H3/t21-,22-/m0/s1
• InChIKey: ZIDQHNROIGAKIB-VXKWHMMOSA-N
• SMILES: CCC(CC)(C1=NC(CO1)CC2=CC=CC=C2)C3=NC(CO3)CC4=CC=CC=C4

(4S,4’S)-2,2′-(Pentane-3,3′-diyl)bis(4-benzyl-4,5-dihydrooxazole)(CAT: M137449) is a chiral bis-oxazoline ligand widely used in asymmetric synthesis, particularly in catalytic reactions such as asymmetric Diels-Alder, hydrogenation, and allylic alkylation. The bis-oxazoline (BOX) framework provides a rigid, stereochemically defined environment, which is critical in controlling enantioselectivity in metal-catalyzed transformations. The benzyl groups contribute to steric bulk, enhancing the ligand’s selectivity, while the pentane spacer maintains the optimal orientation of the oxazole rings for effective metal binding. This ligand is highly valuable in the synthesis of enantiomerically pure compounds, making it a preferred choice in drug development and other applications requiring precise stereochemical control.