1-Nitrohexane → (3R,4S)-4-methyl-piperidine-3,4-diol

Reaktionsgleichung

C([N:8]1[CH2:13][CH2:12][C@:11]([CH3:15])([OH:14])[C@H:10]([OH:16])[CH2:9]1)C1C=CC=CC=1.C([N+]([O-])=O)CCCCC>>[CH3:15][C@:11]1([OH:14])[CH2:12][CH2:13][NH:8][CH2:9][C@H:10]1[OH:16]

Komponenten

Edukt 2

HCID 125891-Nitrohexane

HCID 69059860(3R,4S)-1-benzyl-4-methylpiperidin-3,4-diol

Produkt 1

HCID 55285415(3R,4S)-4-methyl-piperidine-3,4-diol

Versuchsvorschrift

The product was obtained analogously to IP 5d starting from 1.23 g (5.57 mmol) of (3R,4S)-1-benzyl-4-methylpiperidin-3,4-diol. Yield: 730 mg (quant. yield); C6H13NO2 (M=131.173); calc.: molpeak (M+H)+: 132; found: molpeak (M+H)+: 132; HPLC-MS: 0.93 minutes (method C).

Aufarbeitung

custom0.93 minutes (method C)

Quellen und Nachweise

ORD-Eintrag: ord-4d7d7504d7564f1087599e2398547c39
Quelldatensatz: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07592358B2

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