HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (2S,4R)-2-(2,4,5-trifluoro-benzyloxymethyl)-4-tritylsulfanyl-pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (2S,4R)-2-(2,4,5-trifluoro-benzyloxymethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 11786887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2S,4R)-2-(2,4,5-trifluoro-benzyloxymethyl)-4-tritylsulfanyl-pyrrolidine | HCID 11398267 | 99% |
Reaction Steps
A solution of 9.37 g (15.11 mmol) (2S,4R)-2-(2,4,5-Trifluoro-benzyloxymethyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid tert-butyl ester in 30 ml CH2Cl2 was treated at −20° C. with 34 ml TFA and warmed up to RT during 5.5 h. The reaction was evaporated and treated with aqueous sat NaHCO3 solution/EtOAc (3×) to give 7.77 g (quantitative) (2S,4R)-2-(2,4,5-Trifluoro-benzyloxymethyl)-4-tritylsulfanyl-pyrrolidine, MS: 520 (M).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06660738B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-c1674ab69a144e85888dd4ca9cc76fd3 |
| Source note | uspto-grants-2003_12 |