HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86614998, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1-Dimethylethyl (2R,4R)-2-(hydroxymethyl)-4-(phenylmethoxy)-1-pyrrolidinecarboxylate | HCID 68815218 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86614998 | HCID 86614998 | 100% |
Reaction Steps
Add triethylamine (1.1 mL, 7.79 mmol) and sulfurtrioxide-pyridine complex (0.63 g, 3.89 mmol) to an ice cold solution of (2R,4R)-4-benzyloxy-2-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (0.6 g, 1.95 mmol) in dimethyl sulfoxide (2 mL). Stir 30 minutes, warm to room temperature and stir 30 minutes. Dilute with ethyl ether and wash with 5% aqueous citric acid (3×120 mL), saturated aqueous sodium chloride, dry (magnesium sulfate) and concentrate to give the title compound as an oil (0.59 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585885B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-b6ae2f34caee41cba02708fb0147d7c8 |
| Source note | uspto-grants-2009_09 |