Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 131723955 | HCID 131723955 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 131723954 | HCID 131723954 | 92.4% |
Reaction Steps
To a solution of Z-Phe-N-Me-Val-OMe (3.39 g) in dioxane (40 ml), 2N NaOH (4 ml) was added, followed by stirring for 2 hours at 50° C. The reaction mixture was mixed with water and washed with methylene chloride. The aqueous layer was adjusted to pH3 by the addition of 10% hydrochloric acid and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and evaporated under reduced pressure to remove the solvent; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: methylene chloride:methanol=95:5) to give the titled compound (3.03 g, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06720433B2 |
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| Source dataset | uspto-grants-2004_04 |
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| ORD ID | ord-ac570ec8e6e341fc9ad7beb3534cdc0a |
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| Source note | uspto-grants-2004_04 |
|---|