HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoamylamine → n[3(s)-Benzyloxycarbonylamino-2(r)-hydroxy-4-phenylbutyl]n-isoamylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoamylamine | HCID 7894 | — |
| Reactant | (2S,3S)-1,2-Epoxy-3-(Cbz-amino)-4-phenylbutane | HCID 9861019 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | n[3(s)-Benzyloxycarbonylamino-2(r)-hydroxy-4-phenylbutyl]n-isoamylamine | HCID 10430124 | 81% |
Reaction Steps
A solution of N-benzyloxycarbonyl 3(S)-amino-1,2-(S)-epoxy-4-phenylbutane (30.1 g, 0.10 mol) and 165 mL of isoamylamine in 150 mL of isopropyl alcohol was heated to reflux for 2.5 hours. The solution was cooled to room temperature, concentrated in vacuo and then recrystallized. The product was isolated by filtration and from ethyl acetate/hexane to afford 31.7 g (81%) of N[3(S)-benzyloxycarbonylamino-2(R)-hydroxy-4-phenylbutyl]N-isoamylamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05610190 |
| Source dataset | uspto-grants-1997_03 |
| ORD ID | ord-fb8ff8d6533343ee9f33279cf6f0bbf3 |
| Source note | uspto-grants-1997_03 |