HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 131723243, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyloxycarbonyl-L-phenylalanine | HCID 70878 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | H-D-Pro-otbu | HCID 6931635 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131723243 | HCID 131723243 | 62% |
Reaction Steps
Z-L-Phe-OH (2.25 g, 7.5 mmol) and H-D-Pro-OtBu (0.862 g, 5.0 mmol) were dissolved in DMF (10 ml), mixed with HOBt H2O (766 mg, 5.0 mmol), BOP (3.3 g, 7.5 mmol) and triethylamine (1.75 ml, 12.5 mmol) under ice cooling, and then stirred for 2 hours. After the reaction mixture was concentrated, it was re-dissolved in ethyl acetate and washed sequentially with 10% citric acid, 4% NaHCO3 and brine. After drying over anhydrous MgSO4 and concentrating, the oily residue was purified by flash chromatography on silica gel (CHCl3/MeOH=99/1) to yield 1.403 g (62%) of the titled compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06825317B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-b9e997739bce4340a3250db30feb90d2 |
| Source note | uspto-grants-2004_11 |