HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-(2-Aminothiazol-4-yl)butanoyl-glycyl-2(S)-phenylsulfonamido-beta-alanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 4-(2-Aminothiazol-4-yl)butanoyl-glycyl-2(S)-phenylsulfonamido-beta-alanine t-butyl ester | HCID 86754469 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(2-Aminothiazol-4-yl)butanoyl-glycyl-2(S)-phenylsulfonamido-beta-alanine | HCID 15872149 | — |
Reaction Steps
Ester 1-8 (365 mg, 0.69 mmol) was dissolved in CH2Cl2 (3.5 mL), then TFA (3.5 mL) was added. After 5 h the reaction mixture was concentrated, azeotroped with toluene, then purified by sequential flash chromatography (silica, 22:20:1:1 EtOAc/EtOH/H2O/NH4OH, then silica, 4:1:1 CH2Cl2 /MeOH/HOAc, then 7:1:1 CH2Cl2 /MeOH/HOAc), providing 1-9 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05952306 |
| Source dataset | uspto-grants-1999_09 |
| ORD ID | ord-ffa263b8465b4c5aa4b3493a1720c837 |
| Source note | uspto-grants-1999_09 |