HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → 2,5-Di-(N-(Cbz-isoleucinyl)amino)-3,4dihydroxy-1,6-diphenylhexane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | N-[(Phenylmethoxy)carbonyl]-L-isoleucine 4-nitrophenyl ester | HCID 2063382 | — |
| Edukt | (2S,3R,4R,5S)-2,5-diamino-3,4-dihydroxy-1,6-diphenylhexane | HCID 10990240 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2,5-Di-(N-(Cbz-isoleucinyl)amino)-3,4dihydroxy-1,6-diphenylhexane | HCID 22845582 | 86% |
Reaktionsschritte
A mixture of 10 mg (0.033 mmol) of the resultant compound of Example 171 and 38.6 mg (0.10 mmol) of Cbz-isoleucine p-nitrophenyl ester in 0.2 ml of tetrahydrofuran was stirred at ambient temperature for 21 h. The resulting misture was diluted with 1 ml of tetrahydrofuran, treated with 0.5 ml of 3N NaOH, stirred for 45 min, extracted with chloroform, washed sequentially with 3N NaOH and saturated brine, dried over MgSO4, and concentrated. The residue was purified on silica gel by eluting with 2% methanol in chloroform to provide 23 mg (86%) of the desired compound. Mass spectrum: (M+H)+ =795.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05142056 |
| Quelldatensatz | uspto-grants-1992_08 |
| ORD ID | ord-aa00d8f68f6e46758d9646d55fe41b04 |
| Quellennotiz | uspto-grants-1992_08 |