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ChemicalBook CAS DataBase List 3,4,6-Tri-O-acetyl-D-galactal

3,4,6-Tri-O-acetyl-D-galactal synthesis

8synthesis methods
-

Yield:4098-06-0 91.6%

Reaction Conditions:

with acetic acid;zinc for 4 h;Cooling with ice;

Steps:

3
(3) Compound b (9.2 g, 22.3 mmol) was added to a system of zinc powder (10.4 g, 160.6 mmol) and 50% acetic acid solution (56.5 ml) for 4 h under ice-bath conditions. The reaction was judged to be complete by thin layer chromatography (petroleum ether: ethyl acetate = 3:1). After the reaction, the system was diluted with dichloromethane, and then the zinc powder was removed by vacuum filtration, and a saturated sodium hydrogencarbonate solution was added to the filtrate. The pH was adjusted to neutrality, the organic layer was separated, and the aqueous layer was extracted twice with dichloromethane. The organic layer was combined and washed with saturated aqueous sodium chloride and dried over anhydrous sodium sulfate. The excess solvent was removed by distillation under reduced pressure (-0.09 MPa, 45 ° C), and the product was obtained as a pale yellow powdery product (c-acetyl galactose) (5.5 g, 20.2 mmol). The yield was 91.6%.

References:

Sichuan Qing Chemical University;Chen Yue CN109912642, 2019, A Location in patent:Paragraph 0031-0032; 0036

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