L-Phenylglycine → (alphaS)-alpha-Aminocyclohexaneacetic acid

HRID 1742204

Reaktionsgleichung

Reaktionsgleichung von HRID 1742204
[CH:1]1[CH:6]=[CH:5][C:4]([C@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1>C(O)(=O)C.O=[Pt]=O>[NH2:11][C@@H:7]([CH:4]1[CH2:5][CH2:6][CH2:1][CH2:2][CH2:3]1)[C:8]([OH:10])=[O:9]

Komponenten

4

Edukt 1

HCID 99291L-Phenylglycine

Produkt 1

HCID 736848(alphaS)-alpha-Aminocyclohexaneacetic acidAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

L-Phenylglycine (8.04 g, 53 mmol) was reduced by catalytic hydrogenation using PtO2 in 80% acetic acid (HOAc) (200 mL). The catalyst was removed by filtration and the HOAc removed under reduced pressure to afford the title compound as a white solid (7.8 g, 94%). The 300 MHz 1H NMR spectrum was found to be consistent with the proposed structure.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe HOAc removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-e53c6e87187a4405aa1d64ff3b823b56
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05338726

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