HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dicyclohexylcarbodiimide → Fmoc-Phe-Gly-NH-(CH2)6NH-Boc
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | N-BOC-1,6-diaminohexane | HCID 2733170 | — |
| Edukt | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Edukt | Fmoc-Phe-Gly-OH | HCID 11328236 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Fmoc-Phe-Gly-NH-(CH2)6NH-Boc | HCID 131733680 | 94,3% |
Reaktionsschritte
To a solution of Fmoc-Phe-Gly-OH (0.66 g) in anhydrous THF (20 mL) at 0° C. under N2 was added N,N′-dicyclohexylcarbodiimide (0.307 g) and 1-hydroxybenzotriazole hydrate (0.201 g). After stirring for 15 min, N-Boc-1,6-diaminohexane (0.322 g) was added. The reaction mixture was allowed to warm to RT and stirred overnight. Solids were filtered off and they were washed with EtOAc. The filtrate and washings were then concentrated under reduced pressure. The resulting residue was purified by flash column chromatography (0 to 10% MeOH in CH2Cl2) to afford Fmoc-Phe-Gly-NH—(CH2)6NH-Boc as a white solid (0.9 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09433600B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-a1fc588f2049422e98b62bbc955960d0 |
| Quellennotiz | uspto-grants-2016_09 |