Benzyl (3S)-3-[(tert-butoxycarbonyl)amino]pyrrolidine-1-carboxylate → (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine

HRID 232045Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 232045
[CH3:1][C:2]([CH3:23])([O:4][C:5]([NH:7][C@H:8]1[CH2:12][CH2:11][N:10](C(OCC2C=CC=CC=2)=O)[CH2:9]1)=[O:6])[CH3:3].[H][H]>CO.[Pd]>[CH3:3][C:2]([CH3:23])([O:4][C:5]([NH:7][C@H:8]1[CH2:12][CH2:11][NH:10][CH2:9]1)=[O:6])[CH3:1]

Komponenten

5

Edukt 2

HCID 14555479Benzyl (3S)-3-[(tert-butoxycarbonyl)amino]pyrrolidine-1-carboxylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 1514396(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidineAusbeute 98,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 17.7 g (55.2 mmol) of (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinecarboxylic acid, phenylmethyl ester, in 400 ml of methanol was treated with 2.0 g of 20% palladium on carbon and shaken in an atmosphere of hydrogen at temperatures of 22°-26.5° and pressures of 45-50.5 psi for one hour. The solvent was removed in vacuo to give 10.1 g of the title compound.

Aufarbeitung

  1. customThe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-87b7c6cee39040a3a12d75b767cdfe22
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04851418

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