N-(2-amino-4-(tert-butyl)phenyl)-3-(3-((((3aR,4R,6R,6aR)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(isopropyl)amino)cyclobutyl)propanamide → HCID 178491020, compound

Participants

Reaction Conditions

Reaction Steps

N-(2-Amino-4-(tert-butyl)phenyl)-3-(3-((((3aR,4R,6R,6aR)-6-(4-((2,4-dimethoxybenzyl)amino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(isopropyl)amino)cyclobutyl)propanamide (670 mg, 0.87 mmol) was dissolved in HOAc (8 mL) and then heated to 65° C. with stirring overnight. Solvent was removed in vacuo. The residue was dissolved in DCM (60 mL), then washed with NaHCO3 (sat. 20 mL) and water (20 mL), the organic phase was dried and concentrated. The crude was purified by Prep-TLC (DCM:MeOH=10:1) to afford the desired compound (470 mg, yield: 73%) as a white solid, which was then separated by Chiral HPLC to afford cis (243 mg) and trans isomers (180 mg) as a white solids.

Provenance & Evidence