Sodium borohydride → HCID 22851377, compound

Participants

Reaction Steps

1,5-dioxo-2(S)-methoxy-3-oxa-pentane (D4) (1.5 g, 11 mmole), prepared as described in "Methods on Carbohydrate Chemistry" Acad. Press., Vol. 1, 445, (1962), was dissolved in a mixture of water (10 ml) and methanol (10 ml) and treated with sodiumborohydride (0.1 g) dissolved in water (2 ml). After 20 minutes the solution was brought to pH 7 with an acidic resin Dowex 50WX2, filtered off and the solvent was removed under reduced pressure to give 1.4 g (Yield 93%) of the title compound. TLC on Kieselgel Plate F254 (Merck), eluting system methylene chloride:methanol (10:1 by volume) brown spot at Rf =0.24 after heating the TLC plate previously sprayed with sulforic acid.

Provenance & Evidence