L-(-)-Fucose → L-Fucitol

HRID 1941749Notes

Reaction equation

HRID 1941749 reaction equation
[O:1]=[CH:2][C@H:3]([C@@H:5]([C@@H:7]([C@H:9]([CH3:11])[OH:10])[OH:8])[OH:6])[OH:4]>[Ni]>[CH2:2]([OH:1])[C@H:3]([C@@H:5]([C@@H:7]([C@H:9]([CH3:11])[OH:10])[OH:8])[OH:6])[OH:4]

Participants

3

Reagents, catalysts & solvents 1

Procedure

L-Fucose (6-deoxy L-galactose) was reduced [a composition in total of 500 ml containing L-fucose at 1% and 20 ml of the Raney-nickel catalyst] to produce L-fucitol (6-deoxy L-galactitol). FIG. 59(a) shows HPLC analysis results of L-fucose before reduction and FIG. 59(b) shows HPLC analysis results of 6-deoxy D-galactitol after the reduction. The optical rotation of 6-deoxy L-galactitol was −1.7, and FIG. 60 shows 13C NMR spectrum of 6-deoxy D-galactitol.

Sources & evidence

ORD record
ord-8b41fe5704804081b2d12efa1f411b07
Source dataset
uspto-grants-2013_03
Patent number
US08389248B2

Reaction notes

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