HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 4-[2-(2-Aminothiazol-4-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | 4-[2-(2-Aminothiazol-4-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine tert-butyl ester | HCID 15850727 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[2-(2-Aminothiazol-4-yl)ethyloxy]benzoyl-2(S)-phenylsulfonylamino-beta-alanine | HCID 15850728 | — |
| Product | Ethanol ammonium hydroxide water | HCID 86596525 | — |
Reaction Steps
A stirred solution of 5-5 (33 mg, 60 mmol), CH2Cl2 (0.5 mL), and triethylsilane (24 μL, 0.15 mmol) at ambient temperature was treated with TFA (0.5 mL). After 4 h, the solution was concentrated and the residual TFA removed azeotropically with toluene. Flash chromatography (silica, 10:0.1:0.1 ethanol/NH4OH/H2O) gave 5-6 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05929120 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-ff1fc6610d9d4d72945d67c1332692c0 |
| Source note | uspto-grants-1999_07 |