HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Z-N-Me-Val-N-Me-Tyr(3-tBu)-OMe
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | N-Methyl-N-[(phenylmethoxy)carbonyl]-L-valine | HCID 7016371 | — |
| Reactant | N-Me-Tyr(3-tBu)-OMe | HCID 131722749 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Diisopropylcarbodiimide | HCID 12734 | — |
| Product | Z-N-Me-Val-N-Me-Tyr(3-tBu)-OMe | HCID 131722748 | — |
Reaction Steps
To a solution of 3.25 g of Z-N-Me-Val-OH, 2.2 g of N-Me-Tyr(3-tBu)-OMe and 1.88 g of HOBT in DMF (30 ml), DIC (1.9 ml) was added under cooling with ice and the mixture was stirred at room temperature for 23 hours. Water was added to the reaction mixture and extraction was effected with ether. The extract was washed with saturated brine and the organic layer was dried with sodium sulfate. After distilling off the solvent under reduced pressure, the resulting residue was subjected to silica gel column chromatography (eluting solvent consisting of chloroform, methanol and aqueous ammonia at a ratio of 100:10:1) to give Z-N-Me-Val-N-Me-Tyr(3-tBu)-OMe in the amount of 1.96 g (47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255285B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-d7def5f59e1748acb24adfc0f6389594 |
| Source note | uspto-grants-2001_07 |