HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86653988, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | 3-Benzyloxycarbonylamino-3-(1,1-difluoro-2-hydroxyethyl)pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 67222813 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 86653988 | HCID 86653988 | — |
Reaction Steps
To a solution of an optically-active compound of 3-benzyloxycarbonylamino-3-(1,1-difluoro-2-hydroxyethyl)pyrrolidine-1-carboxylic acid tert-butyl ester (471 mg) and triethylamine (328 μl) in chloroform (4.7 ml) cooled to 0° C. was added methanesulfonyl chloride (118 μl), and the mixture was stirred for 50 minutes. To the mixture was added 5% aqueous potassium bisulfate solution, and the mixture was extracted with ethyl acetate. The organic layer was sequentially washed with 1M aqueous sodium hydroxide solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the titled compound (565 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609647B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-9d905bdd4aef454a85d199918302d0bf |
| Source note | uspto-grants-2013_12 |