HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Fmoc-Phe-N-Me-Val-Tyr-NH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Fmoc-phenylalanine | HCID 978331 | — |
| Reactant | N-Me-Val-N-Me-Tyr-NH2 | HCID 131723959 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Fmoc-Phe-N-Me-Val-Tyr-NH2 | HCID 131723960 | 49.3% |
Reaction Steps
To a solution of N-Me-Val-N-Me-Tyr-NH2(185 mg, 0.603 mmol) in THF (6 ml), Fmoc-Phe-OH (304 mg, 0.784 mmol), CMPI (200 mg, 0.784 mmol) and TEA (0.168 ml, 1.21 mmol) were added under cooling with ice, followed by stirring at room temperature overnight. The reaction mixture was mixed with water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate and evaporated to remove the solvent under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: ethyl acetate:n-hexane=2:1) to give the titled compound (197 mg, 48%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06720433B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-cc55d8a151dc4a29b991afbecd76ce09 |
| Source note | uspto-grants-2004_04 |