tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate → tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-(3-ethoxy-3-oxopropyl)-1,4-oxazepane-4-carboxylate

HRID 1022673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1022673
[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[O:15][CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11][C@H:10]2/[CH:23]=[CH:24]/[C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:5]=[CH:6][C:7]=1[Cl:8]>CO.[Pt]>[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:9]2[O:15][CH2:14][CH2:13][N:12]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH2:11][C@H:10]2[CH2:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:5]=[CH:6][C:7]=1[Cl:8]

Komponenten

4

Edukt 1

HCID 66976531tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate

Produkt 1

HCID 66975164tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-(3-ethoxy-3-oxopropyl)-1,4-oxazepane-4-carboxylateAusbeute 112,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23939PlatinumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution (1.1 mL) of tert-butyl (6R,7R)-7-(3,4-dichlorophenyl)-6-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate (100 mg) in methanol was added, under a nitrogen atmosphere, 3% platinum/activated carbon (23 mg), and the mixture was stirred under a hydrogen atmosphere for 1 hr. The reaction mixture was filtered through celite, and concentrated under reduced pressure to give the title compound (113 mg).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-128f9d83102d4add8bb69ed54137ed10
Quelldatensatz
uspto-grants-2014_05
Patentnummer
US08722662B2

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