Tris(hydroxymethyl)aminomethane → (2S,3R,4R,5S,6R)-2-(3-(4-(4-((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)butyl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Tris(hydroxymethyl)aminomethane	HCID 6503	—
Edukt	(2S,3R,4R,5S,6R)-2-(3-(4-(4-((1-hydroxy-2-methylpropan-2-yl)amino)butyl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol	HCID 90177781	—
Produkt	(2S,3R,4R,5S,6R)-2-(3-(4-(4-((1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)amino)butyl)benzyl)-4-methylphenyl)-6-(methylthio)tetrahydro-2H-pyran-3,4,5-triol	HCID 90183233	—

Reaktionsschritte

The same procedure was employed as for amine 24, using 2-amino-2-(hydroxyl-methyl)propane-1,3-diol, to provide the product 25 as the bisformate salt. 1H NMR (400 MHz, MeOH-d4) δ ppm 8.53 (s, 2 H), 6.98-7.23 (m, 7 H), 4.39 (d, J=9.3 Hz, 1 H), 4.13 (d, J=9.1 Hz, 1H), 3.94-4.03 (m, 2 H), 3.69 (s, 6 H), 3.34-3.50 (m, 3 H), 3.03-3.13 (m, 2 H), 2.58-2.69 (m, 2 H), 2.20 (s, 3 H), 2.12-2.18 (m, 3 H), 1.70 (m, 4 H). [M+H]+=537.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US09200025B2
Quelldatensatz	uspto-grants-2015_12
ORD ID	ord-518bc0160ddc4762958ae4e81593a26d
Quellennotiz	uspto-grants-2015_12