2-deoxy-n-phenyl pentosamine preparation method
A technology of phenylpentosamine and glucose, which is applied in the field of preparation of 2-deoxy-N-phenylpentosamine, can solve the problems of high preparation cost, high requirements for preparation conditions, low yield, etc., and achieve the preparation method Simple, simple reaction conditions, and easy industrial production
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[0023] Example 1
[0024] (1) Add 20 kg of isobutylene to 100 kg of D-glucose, add 0.1 kg of aluminum chloride and 0.2 kg of hydrochloric acid at 0°C under nitrogen, and stir at 65°C for 2 hours to obtain 1,2,4,6 dicyclohexylidene -D-glucose;
[0025] (2) Add 2kg of methanesulfonyl chloride, slowly add 0.02kg of triethylamine at 0°C, and react at 90°C for 5 hours to obtain 1,2,5,6-bis-oxy-isopropylidene-α- D-glucose;
[0026] (3) Add hydrochloric acid to adjust the pH to 4.5, and stir at 70°C for 1 hour to obtain 3-oxo-p-toluenesulfonyl-D-glucose;
[0027] (4) Add 0.02 kg of sodium hydroxide and heat in methanol solution at 75°C for 1 hour to obtain 2-deoxy-D-ribose;
[0028] (5) Add 1.5 kg of aniline and 0.02 kg of sodium bicarbonate, reflux in methanol solution for two hours, add 0.1 kg of sodium borohydride and stir to obtain 2-deoxy-N-phenylpentosamine with a yield of 68.5%. The melting point is 166-167°C.
Example Embodiment
[0029] Example 2
[0030] (1) Add 50 kg of isobutylene to 100 kg of D-glucose, add 0.3 kg of aluminum chloride and 0.8 kg of hydrochloric acid at 5°C under nitrogen, and stir at 55°C for 3 hours to obtain 1,2,4,6 dicyclohexylidene -D-glucose;
[0031] (2) Add 5 kg of methanesulfonyl chloride, slowly add 0.05 kg of triethylamine at 5°C, and react at 80°C for 6 hours to obtain 1,2,5,6-bis-oxy-isopropylidene-α- D-glucose;
[0032] (3) Add hydrochloric acid to adjust the pH value to 6, and stir at 55°C for 2 hours to obtain 3-oxo-p-toluenesulfonyl-D-glucose;
[0033] (4) Add 0.08kg of sodium hydroxide and heat in methanol solution at 80°C for 2 hours to obtain 2-deoxy-D-ribose;
[0034] (5) Add 3kg of aniline and 0.05kg of sodium bicarbonate, reflux in methanol solution for two hours, add 0.3kg of sodium borohydride and stir to obtain 2-deoxy-N-phenylpentosamine, the yield is 63.1%, the melting point It is 166-167°C.
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