HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Z-N-Me-Val-Tyr(3-tBu)-NH2
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valine | HCID 7016371 | — |
| Reactant | Tyr(3-tBu)-NH2 | HCID 131722727 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Z-N-Me-Val-Tyr(3-tBu)-NH2 | HCID 131722729 | 83.1% |
Reaction Steps
To a solution of the thus obtained Tyr(3-tBu)-NH2 (1 g, 4.23 mmol), Z-N-Me-Val-OH (1.23 g, 4.63 mmol) and CMPI (1.2 g, 4.69 mmol) in THF (20 ml), TEA (1.8 ml) was added under cooling with ice and stirred at room temperature for 4 hours. 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=2:1), giving Z-N-Me-Val-Tyr(3-tBu)-NH2 (1.7 g, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553969B1 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-5e3ad171d0eb4b27ac1d36923846a90b |
| Source note | uspto-grants-2009_06 |