HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-Butylamine → HCID 70060826, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acid | HCID 2755956 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70060826 | HCID 70060826 | 89.3% |
Reaction Steps
A reaction mixture of BOC-L-4-iodophenylalanine (10 g, 25.6 mmol), tert-butylamine (2.19 g, 30 mmol), DMF (25 mL), HBTU (9.7 g, 25.6 mmol), and diisopropylethylamine (6.6 g, 51 mmol) was stirred for 2 hours. The mixture was diluted with 40 mL of diethylether, washed with 1N HCl (2×25 mL), saturated NaHCO3 (2×25 mL), and saturated solution of brine (2×25 mL). The organic layer was separated, dried with Na2SO4, and evaporated to dryness. The crude was purified by column chromatography (silica gel, 25% EtOAc/hexanes) to yield the title compound (10.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06423689B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-b5764f21c0ff4e0abb9451b5fab9fad4 |
| Source note | uspto-grants-2002_07 |