HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (2S,4S)-2-Methanesulfonyloxymethyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (2S,4S)-2-Hydroxymethyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 58002916 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2S,4S)-2-Methanesulfonyloxymethyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 58002926 | 106.2% |
Reaction Steps
To 2.5 g of (2S,4S)-2-Hydroxymethyl-4-phenyl-pyrrolidine-1-carboxylic acid tert-butyl ester (9.01 mmol) in 70 ml dichloromethane were added 1.92 g of triethylamine (18.02 mmol) and 1.03 g of methanesulfonylchloride (9.01 mmol), dissolved in 5 ml dichloromethane. The reaction was stirred for 16 h at room temperature and yielded 3.4 g of product after standard workup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642642B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-d5475ab031a6407187143e3f2badc528 |
| Source note | uspto-grants-2014_02 |