(3S)-1-Cbz-3-[cyclohexyl(acetyloxypivaloyl)amino]pyrrolidine → (3S)-3-[cyclohexyl(acetyloxypivaloyl)amino]pyrrolidine

HRID 1670009Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1670009
C([N:11]1[CH2:15][CH2:14][C@H:13]([N:16]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)[C:17](=[O:26])[C:18]([CH3:25])([CH3:24])[CH2:19][O:20][C:21](=[O:23])[CH3:22])[CH2:12]1)(OCC1C=CC=CC=1)=O>O1CCOCC1.[Pd]>[CH:27]1([N:16]([C:17](=[O:26])[C:18]([CH3:25])([CH3:24])[CH2:19][O:20][C:21](=[O:23])[CH3:22])[C@H:13]2[CH2:14][CH2:15][NH:11][CH2:12]2)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32]1

Komponenten

4

Edukt 1

HCID 67345539(3S)-1-Cbz-3-[cyclohexyl(acetyloxypivaloyl)amino]pyrrolidine

Produkt 1

HCID 67343099(3S)-3-[cyclohexyl(acetyloxypivaloyl)amino]pyrrolidineAusbeute 94,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of (3S)-1-Cbz-3-[cyclohexyl (acetyloxypivaloyl)amino]pyrrolidine (1.00 g, 2.25 mmol), prepared in Step B, in dioxane (10 mL) was added portionwise Pd/C (200 mg), and the mixture was stirred for 12 h under hydrogen. The reaction solution was filtered though Celite and the filtratae concentrated to give the title compound (657 mg, 84%).

Aufarbeitung

  1. filtrationThe reaction solution was filtered though Celite
  2. concentrationthe filtratae concentrated

Quellen und Nachweise

ORD-Eintrag
ord-84864d1d48e64c3887e160a45429e41c
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989634B2

Notizen zur Reaktion

Wird geladen…