Tromethamine hydrochloride → HCID 16680003, compound

HRID 1941745Notes

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].C(O)[C@H]([C@@H]([C@@H]([C@H](C)O)O)O)O.C(O)C(N)(CO)CO.Cl>>[CH3:11][C:9]([C@H:7]([C@H:5]([C@@H:3]([CH2:2][OH:1])[OH:4])[OH:6])[OH:8])=[O:10]

Participants

Reactant 3

HCID 93573Tromethamine hydrochloride

HCID 445724L-Fucitol2×

HCID 3034656L-(-)-Fucose

Product 1

HCID 16680003HCID 16680003, compound

Procedure

L-Fucose (6-deoxy L-galactose) was reduced, for a microbial oxidation of the resulting L-fucitol (6-deoxy L-galactitol) with E. agglomerans 221e [the bacterial cell at OD600=30, Tris-HCl buffer (pH 8.0) of 50 mM, the substrate 6-deoxy L-galactitol at 1%] at 30° C. for 6 hours. Only 1-deoxy D-tagatose was produced. FIG. 44(a) shows the reaction mixture after reaction, while FIG. 44 (b) shows the results of HPLC analysis of the produced 1-deoxy D-tagatose. The optical rotation was +14.0. 13C NMR spectrum thereof is shown in FIG. 45.

Sources & evidence

ORD record: ord-357a3c1794504bec86b7cf24772cf305
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08389248B2

Reaction notes

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