Trifluoroacetic acid → (S)-Ethyl 2-(N-(5-amino-1-phenylpentan-2-yl)-2-(trifluoromethoxy)phenylsulfonamido)acetate

HRID 1429410Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1429410
[C:1](/[CH:3]=[CH:4]/[C@H:5]([N:13]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[O:23][C:24]([F:27])([F:26])[F:25])(=[O:16])=[O:15])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)#[N:2].C(O)(C(F)(F)F)=O>CO.O=[Pt]=O.[Pt]>[NH2:2][CH2:1][CH2:3][CH2:4][C@H:5]([N:13]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])[S:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[O:23][C:24]([F:26])([F:27])[F:25])(=[O:16])=[O:15])[CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Komponenten

6

Edukt 2

HCID 6422Trifluoroacetic acidHCID 71277869(R,E)-Ethyl 2-(N-(4-cyano-1-phenylbut-3-en-2-yl)-2-(trifluoromethoxy)phenylsulfonamido)acetate

Produkt 1

HCID 71277454(S)-Ethyl 2-(N-(5-amino-1-phenylpentan-2-yl)-2-(trifluoromethoxy)phenylsulfonamido)acetate

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23939PlatinumKatalysatorHCID 345198Adams' catalystKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of compound 31h (3.7 g, 7.7 mmol) in MeOH (200 mL) were added PtO2 (0.1 g), Pt/C (0.3 g) and TFA (1.9 g). The mixture was hydrogenated in a Parr shaker at 48 psi for 12 h. The mixture was filtered and concentrated. The product was directly used in the next reaction step without further purification.

Aufarbeitung

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customThe product was directly used in the next reaction step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-9ef68e43c63946d689288ba4f52207e5
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08940722B2

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