HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 131736934, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Pyrrolidinecarboxylic acid, 2,5-dioxo-, 2-(trimethylsilyl)ethyl ester | HCID 12042816 | — |
| Reactant | (4R,5R)-5-Amino-2,2-dimethyloxan-4-ol | HCID 118036559 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 131736934 | HCID 131736934 | 52% |
Reaction Steps
To a solution of (4R,5R)-5-amino-2,2-dimethyl-tetrahydro-2H-pyran-4-ol (550 mg, 2.40 mmol) and triethylamine (484 mg, 4.80 mmol) in dioxane (5 mL) and water (5 mL) was added 2-(trimethylsilyl)ethyl 2,5-dioxopyrrolidine-1-carboxylate (750 mg, 2.90 mmol) at room temperature. The reaction mixture was stirred at room temperature for 4 hours. After that, the solution was diluted with ethyl acetate and washed with brine. The organic layer was concentrated, and the residue was purification by silica gel column with petroleum ether/ethyl acetate=4/1 to 1/1 to afford the title compound (360 mg, 52% for 2 steps) as a gray solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434700B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-05f855ef1a414262ba407faebaf3eb46 |
| Source note | uspto-grants-2016_09 |