6-bromo-2,3,6-trideoxy-D-erythro-hexono-1,4-lactone → 6-bromo-2,3,6-trideoxy-L-erythro-hexono-1,4-lactone

HRID 847470

Reaction equation

HRID 847470 reaction equation
[Br:1][CH2:2][C@@H:3]([OH:10])[C@H:4]1[O:9][C:7](=[O:8])[CH2:6][CH2:5]1>[2H]C(Cl)(Cl)Cl>[Br:1][CH2:2][C@H:3]([OH:10])[C@@H:4]1[O:9][C:7](=[O:8])[CH2:6][CH2:5]1

Participants

3

Reactant 1

HCID 110310676-bromo-2,3,6-trideoxy-D-erythro-hexono-1,4-lactone

Product 1

HCID 118059336-bromo-2,3,6-trideoxy-L-erythro-hexono-1,4-lactone

Reagents, catalysts & solvents 1

HCID 71583Chloroform-DSolvent

Procedure

An 1H-NMR test carried out in the presence of a chiral shift-reagent [10 mg of compound No. 8 in deuterochloroform (0.6 ml) in the presence of Europhium (hfc)3 ] confirmed the absence of the 6-bromo-2,3,6-trideoxy-D-erythro-hexono-1,4-lactone enantiomer).

Sources & evidence

ORD record
ord-f32ef307a9a34e8a97097a66d391f092
Source dataset
uspto-grants-1992_08
Patent number
US05142066

Linked notes

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