Tert-butyl 3-azido-4-hydroxypiperidine-1-carboxylate → tert-Butyl 3-amino-4-hydroxypiperidine-1-carboxylate

HRID 1529557Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1529557
[CH3:1][C:2]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH:10]([N:15]=[N+]=[N-])[CH2:9]1)=[O:7])([CH3:4])[CH3:3]>CCO.[Pd]>[CH3:4][C:2]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([OH:14])[CH:10]([NH2:15])[CH2:9]1)=[O:7])([CH3:1])[CH3:3]

Komponenten

4

Edukt 1

HCID 22392800Tert-butyl 3-azido-4-hydroxypiperidine-1-carboxylate

Produkt 1

HCID 56932104tert-Butyl 3-amino-4-hydroxypiperidine-1-carboxylateAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 3-azido-4-hydroxy-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (0.25 g, 1.06 mmol) in EtOH (20 mL) was hydrogenated in an H-Cube reactor (1 mL/min flow, 30 mm Pd/C 10% cartridge, full H2 mode, 50° C.). The solvent was evaporated in vacuo to yield 3-amino-4-hydroxy-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (0.23 g, 100% yield) that was used in the next step without further purification. C10H20N2O3 LCMS: Rt 0.58, m/z 217 [M+H]+ (using method, LC-MS Method 6).

Aufarbeitung

  1. customThe solvent was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-84024bb975354fb9b7e78944a166ec36
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09090632B2

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