HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Z-N-Me-Val-N-Me-Tyr(3-tBu)-NHOMe
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)-NHOMe | HCID 131727512 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Z-N-Me-Val-N-Me-Tyr(3-tBu)-NHOMe | HCID 131727511 | 57% |
Reaction Steps
To a solution of N-Me-Tyr(3-tBu)-NHOMe (1.24 g, 4.42 mmol), Z-N-Me-Val-OH (1.76 g, 6.63 mmol) and CMPI (1.7 g, 6.63 mmol) in THF (30 ml), TEA (1.23 ml, 8.84 mmol) was added and stirred overnight. The mixture was mixed with water, extracted with ethyl acetate. The organic layer was dried over anhydrous 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=1:1) to give the titled compound (1.32 g, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07553969B1 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-55e28cdae8f74286adfb63649179af03 |
| Source note | uspto-grants-2009_06 |