HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-2-Amino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic Acid Tert-butyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (S)-3-{3-Benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-2-tert-butoxycarbonylaminopropionic Acid Tert-butyl Ester | HCID 68840018 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-2-Amino-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic Acid Tert-butyl Ester | HCID 68839983 | — |
Reaction Steps
To a solution of (S)-3-{3-benzyloxy-4-[1,1,4-trioxo-5-(2-trimethylsilanylethyl)-1,2,5-thiadiazolidin-2-yl]-phenyl}-2-tert-butoxycarbonylaminopropionic acid tert-butyl ester (760 mg, 1.15 mmol) in methylene chloride (10 mL) is added TFA (3 mL) and the mixture is stirred at RT for 45 min. The solution is carefully poured into 8% NaHCO3 solution (50 mL) and the mixture is extracted with methylene chloride. The solvent is removed under reduced pressure to give the title compound which is used immediately in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084448B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-57626486ce3542e9bc2304ba12912ac0 |
| Source note | uspto-grants-2011_12 |