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ChemicalBook CAS DataBase List R-tetrahydropapaverine HCl
54417-53-7

R-tetrahydropapaverine HCl synthesis

3synthesis methods
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Yield:54417-53-7 83.25%

Reaction Conditions:

with N-acetyl-D-leucine;(R)-N-acetylphenylalanin in water;toluene;acetonitrile at 4 - 70; for 24.92 h;Reagent/catalyst;

Steps:

1
20 g of tetrahydro papaverine hydrochloride was dissolved in 400 mL of distilled water,Stir to completely dissolve, add ammonia to free, no white oil precipitation,Add 400mL toluene to stir well, to the water layer without tetrahydro-papaverine,The toluene layer was dried over anhydrous sodium sulfate,And 17.3 g of tetrahydropiperidinine racemate was obtained.The tetrahydro-papaverine racemate was dissolved in 173 mL of acetonitrile, heated to 70 ° C,Slowly adding the resolving agent N-acetyl-D-leucine 3.93g, stirring reaction 20min,Adding the resolving agent N-acetyl-D-phenylalanine 0.522g, stirring reaction 35min,Slowly down to room temperature, after the refrigerator at 4 for 24 hours, waiting for crystallization.After the solid precipitated, the product was converted to the hydrochloride salt by filtration, hydrochloric acid was added,And dried to obtain 8.325 g of R-tetrahydrocaproline hydrochloride.The total yield was 83.25% and the purity was 97.6%.

References:

Harbin Medical University;Han Weina;Chai Qi;Liu Jinfeng;Fu Ran;Ren Yongfei;Shi Mingxing CN107056700, 2017, A Location in patent:Paragraph 0040-0043; 0046; 0058

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