Synthesis process of D-tryptophane
A synthesis method and technology of tryptophan, which is applied in the field of synthesis of D-tryptophan, can solve the problem of low yield and achieve the effects of low production cost, simple process and high yield
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Embodiment 1
[0016] 1. Reaction of Phylloline with diethyl N-acetylmalonate, which is carried out in toluene solvent under sodium hydroxide alkaline condition. The proportioning ratio of diethyl N-acetylmalonate to anophylline is 1:1 mole, the reaction temperature is 90° C., and the reaction time is 6 hours.
[0017] 2. React the product obtained in 1 with a 5% sodium hydroxide solution in an ethanol solvent, stir and react at 90°C for 6 hours, under nitrogen protection, after the reaction, distill the solvent off under reduced pressure, and then use acetic acid Ethyl ester was extracted, and the aqueous layer was adjusted to pH = 2 with hydrochloric acid. A white precipitate was precipitated, filtered, and dried in vacuo to obtain N-acetyl-DL-tryptophan.
[0018] 3. Add N-acetyl-DL-tryptophan to ethanol, heat to dissolve, then add resolving agent threo-p-nitrophenyl-2-amino-1,3-propanediol, react at 90°C for 5 hours, Nitrogen protection. After the reaction, the precipitate is filtered o...
Embodiment 2
[0021] 1. Reaction of Phylloline with diethyl N-acetyl malonate, this reaction is carried out in DMF solvent under potassium hydroxide basic condition. The ratio of diethyl N-acetylmalonate to anophylline is 1:1.5 moles, the reaction temperature is 100° C., and the reaction time is 5 hours.
[0022] 2. React the product obtained in 1 with 10% potassium hydroxide solution in DMF solvent, stir and react at 80°C for 8 hours, under nitrogen protection, after the reaction, distill the solvent off under reduced pressure, and then use acetic acid Ethyl ester was extracted, and the aqueous layer was adjusted to pH = 2 with hydrochloric acid. A white precipitate was precipitated, filtered, and dried in vacuo to obtain N-acetyl-DL-tryptophan.
[0023] 3. Add N-acetyl-DL-tryptophan to ethanol, heat to dissolve, then add resolving agent threo-p-nitrophenyl-2-amino-1,3-propanediol, react at 80°C for 7 hours, Nitrogen protection. After the reaction, the precipitate is filtered out and was...
Embodiment 3
[0026] 1. Reaction of Phylloline with diethyl N-acetylmalonate, which is carried out in an ethanol solvent under potassium carbonate alkaline conditions. The proportioning ratio of diethyl N-acetylmalonate to anophylline is 1:2 moles, the reaction temperature is 85° C., and the reaction time is 10 hours.
[0027] 2. React the product obtained in 1 with a potassium carbonate solution with a concentration of 10% in toluene solvent, stir and react at 70°C for 10 hours, under nitrogen protection, after the reaction, distill the solvent under reduced pressure, and then use ethyl acetate Esters were extracted, and the aqueous layer was adjusted to pH = 2 with hydrochloric acid. A white precipitate was precipitated, filtered, and dried in vacuo to obtain N-acetyl-DL-tryptophan.
[0028] 3. Add N-acetyl-DL-tryptophan to ethanol, heat to dissolve, then add resolving agent threo-p-nitrophenyl-2-amino-1,3-propanediol, react at 70°C for 8 hours, Nitrogen protection. After the reaction, ...
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