HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid methylene chloride → (6S)-3-{[(Benzyloxy)carbonyl]amino}-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Reactant | tert-Butyl (S)-3-{[(benzyloxy)carbonyl]amino}-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylate | HCID 54224046 | — |
| Solvent | Water | HCID 962 | — |
| Product | (6S)-3-{[(Benzyloxy)carbonyl]amino}-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylic acid | HCID 53717804 | — |
Reaction Steps
tert-Butyl ester 1h (11.13 g, 28.9 mmol) was dissloved in 1:1 CH2Cl2/TFA. 1 mL H2O was added and the mixture was stirred overnight at rt. The mixture was concentrated and the resultant residue was co-evaporated with CCl4 (3×). The residual oil was triturated with 1:1 Et2O/hexanes (100 mL) and the solid (9.0 g, 95%) was collected and dried, to provide 1i. 1H NMR (300 MHz, CDCl3) δ8.69 (br s, 1H), MS (ESI) 330.3 (M+H+); 328.3 (M−H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06653295B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-758bc9327ec14cef9c424391efb96bf5 |
| Source note | uspto-grants-2003_11 |