HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
(2R, 3S)-N-[(tert-Butyloxy)carbonyl]-3-amino-4-phenyl-2-(triisopropylsilyloxy) butan-1-ol → (2R 3S)-N-[(tert-butyloxy)carbonyl]-3-amino-2-(triisopropylsilyloxy)-4-cyclohexyl-1-butanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | (2R, 3S)-N-[(tert-Butyloxy)carbonyl]-3-amino-4-phenyl-2-(triisopropylsilyloxy) butan-1-ol | HCID 15281982 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | (2R 3S)-N-[(tert-butyloxy)carbonyl]-3-amino-2-(triisopropylsilyloxy)-4-cyclohexyl-1-butanol | HCID 15281983 | 67% |
Reaktionsschritte
The monosilylated diol of Step 2 was hydrogenated with 5% Rh-C at 60 psi and 60° C. in MeOH (135 mL). The mixture was filtered and the filtrate evaporated. The residue was purified by chromatography, eluting with (15% EtOAc in hexane) to give the title alcohol (8.70 g, 67% yield, mp 61°-63° C.). The 1H, 13C, and APT NMR spectral data were consistent with the proposed product.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05484812 |
| Quelldatensatz | uspto-grants-1996_01 |
| ORD ID | ord-cb44daf436ef4bfb8fb33e9d21ce7266 |
| Quellennotiz | uspto-grants-1996_01 |