HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(2-amino-4-(trifluoromethoxy)phenyl)-3-(3-((((3 aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(methyl)amino)cyclobutyl)propanamide → HCID 178484168, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(2-amino-4-(trifluoromethoxy)phenyl)-3-(3-((((3 aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(methyl)amino)cyclobutyl)propanamide | HCID 67777193 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178484168 | HCID 178484168 | 47% |
Reaction Steps
A solution of N-(2-amino-4-(trifluoromethoxy)phenyl)-3-(3-((((3aR,4R,6R,6aR)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl)(methyl)amino)cyclobutyl)propanamide (1.0 g, 1.61 mmol) in HOAc (10 mL) was stirred at 65° C. overnight. The mixture was cooled to rt and concentrated. The residue was dissolved in DCM (50 mL), washed wth saturation NaHCO3 solution (10 mL×2), water (20 mL) and brine (30 mL). The residue was separated by chiral HPLC to afford the cis isomer (460 mg, yield: 47%) and the trans isomer (220 mg, yield: 23%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096634B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-1839d93e4bb84da99de17d589d3b8327 |
| Source note | uspto-grants-2015_08 |