HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Z-N-Me-Val-N-Me-Tyr(3-tBu)-NH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valine | HCID 7016371 | — |
| Reactant | N-Me-Tyr(3-tBu)-NH2 | HCID 131722738 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Z-N-Me-Val-N-Me-Tyr(3-tBu)-NH2 | HCID 131722751 | 90% |
Reaction Steps
To a solution of Z-N-Me-Val-OH (700 mg, 2.64 mmol), N-Me-Tyr(3-tBu)-NH2 (0.55 g, 2.20 mmol) and CMPI (674 mg 2.64 mmol) in THF (22 ml), under cooling with ice, TEA (0.61 ml) was added and stirred 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 sodium 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=3:2) to give Z-N-Me-Val-N-Me-Tyr(3-tBu)-NH2 (0.98 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553969B1 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-ed2140e61b4848978f651f337a79c2cc |
| Source note | uspto-grants-2009_06 |