HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Aluminium lithium hydride → racemic (2'R,3R,4'S)-6-chloro-4'-[5-chloro-2-(1-hydroxymethyl-cyclobutoxy)-phenyl]-2'-(5-fluoro-2-methyl phenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Edukt | 6-chloro-4'-[5-chloro-2-(1-methoxycarbonyl-cyclobutoxy)-phenyl]-2'-(5-fluoro-2-methyl-phenyl)-spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 76567912 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | racemic (2'R,3R,4'S)-6-chloro-4'-[5-chloro-2-(1-hydroxymethyl-cyclobutoxy)-phenyl]-2'-(5-fluoro-2-methyl phenyl)spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione | HCID 76568037 | 24,6% |
Reaktionsschritte
To a mixture of LiAlH4 (15 mg, 0.4 mmol) in THF (2 mL) was added racemic (2′S,3S,4′R)-6-chloro-4′-[5-chloro-2-(1-methoxycarbonyl-cyclobutoxy)-phenyl]-2′-(5-fluoro-2-methyl-phenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (RO5247453-000) (60 mg, 0.1 mmol). The mixture was stirred in a ice bath for 1.5 h, quenched with MeOH, purified by Prep-HPLC to give title compound (14 mg, 24%). m/z (M+H)+: 569
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07495007B2 |
| Quelldatensatz | uspto-grants-2009_02 |
| ORD ID | ord-95137d91a37c44aa971d6087b8ef384c |
| Quellennotiz | uspto-grants-2009_02 |