HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 131723199, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,5-Bis(trifluoromethyl)benzyl bromide | HCID 122573 | — |
| Reactant | HCID 69883181 | HCID 69883181 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131723199 | HCID 131723199 | 60.2% |
Reaction Steps
A solution of methyl 2-UN-methyl-N-((R/S)-α-t-butoxycarbonylmethyl-4-hydroxyphenylacetyl)amino]-(R)-propionate 48d (1.5 g, 4.1 mmol) and 3,5-bistrifluoromethylbenzyl bromide (1.3 g, 4.2 mmol) in DMF (10 mL) was stirred at 60° C. overnight in the presence of K2CO3 (1.14 g, 8 mmol). After cooling to room temperature, EtOAc was added and the solution was washed with brine three times, dried over MgSO4, and concentrated. Purification on a silica gel column by eluting with 40% EtOAc/hexane afforded the product (1.46 g, 60%) as a solid. MS (CI—NH3): (M+H)+=592.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06376665B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-d4d98bbb62ef446abcbc542462a5156e |
| Source note | uspto-grants-2002_04 |