1-(Hydroxymethyl)-5-{[4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]amino}cyclohexane-1,2,3,4-tetrol → 5-Amino-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetrol

An aqueous solution (50 mL) of validoxylamine G (420 mg) was submitted to catalytic reduction at room temperature under atmospheric pressure in the presence of platinum oxide (20 mg). The catalyst was removed by filtration, and the filtrate was adsorbed onto a column of Amberlite CG-50 (NH4- form, 50 mL) followed by washing with water and then elution with 0.5N aqueous ammonia (200 mL). The eluate was concentrated under reduced pressure, and submitted to column chromatography on Dowex 1×2 (OH- form, 100 mL) and eluted with water. The eluate fractions (120-200 mL) were concentrated to dryness under reduced pressure, to give white powders of valiolamine (60 mg).

1. customThe catalyst was removed by filtration
2. washby washing with water
3. washelution with 0.5N aqueous ammonia (200 mL)
4. concentrationThe eluate was concentrated under reduced pressure
5. washeluted with water
6. concentrationThe eluate fractions (120-200 mL) were concentrated to dryness under reduced pressure

ORD record

ord-8a4c35ed591948d9869cc500578c5a9e

Source dataset

uspto-grants-1990_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04923975