HCID 12083934, compound → 5-Oxo-L-prolyl-L-proline

Participants

Reaction Conditions

Reaction Steps

A solution of F2 (8.63 g, 31.34 mmol) and palladium on activated charcoal (10%, 86 mg, 10% w/w) in degassed MeOH (125 mL) was placed in a high pressure Parr reactor and purged with nitrogen gas (2×30 psi). The reaction mixture was sealed under hydrogen (30 psi) and stirred at 23° C. for 4.5 h. The mixture was filtered through a 0.45 μm teflon filter and concentrated at reduced pressure. The residue (6.29 g) was coated in SiO2 and loaded onto the top of a column (LC 5.5×10.0 cm) and eluted with hex:EtOAc 1:2 to yield F1 (4.64 g, 80%) as a white solid. Rf=0.22 (hex:EtOAc 1:1. [α]D20 −92.4 (c 0.12, CHCl3). M.p. 67-69° C.

Provenance & Evidence