Method for preparing beta-niacinamide mononucleotide and application thereof
A technology for nicotinamide riboside hydrochloride and mononucleotide, which is applied in the field of preparing beta-nicotinamide mononucleotide and achieves the effects of simple operation and easy amplification
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Embodiment 1
[0071] This embodiment discloses a method for preparing β-nicotinic acid amine mononucleotide, comprising the following steps:
[0072] a. Condensation (i.e. preparation of nicotinic acid ethyl triacetyl nucleoside):
[0073] Add tetraacetyl ribose (50g, 0.157mol) and 100mL dichloromethane into a 500ml three-necked flask, stir to dissolve, then add ethyl nicotinate (28.5g, 0.188mol), and stir evenly; at room temperature, add 50mL dichloromethane dropwise Diluted trimethylsilyl trifluoromethanesulfonate (TMsOTf 41.8g, 0.188mol), exothermic during the dropwise addition, the temperature is controlled below 20°C, and the addition is completed within about 0.5 hours. After the dropwise addition is completed, the reaction is stirred for 1 hour To complete the reaction (disappearance of tetraacetylribose monitored by TLC). After the reaction was completed, the reaction liquid was cooled to below -5°C, 15 mL of ethanol was added dropwise, and stirred for 15 min after the addition was...
Embodiment 2
[0081] This embodiment discloses a method for preparing β-nicotinic acid amine mononucleotide, comprising the following steps:
[0082] a. Condensation (i.e. preparation of nicotinic acid ethyl triacetyl nucleoside):
[0083] Add tetraacetylribose (50g, 0.157mol) and 100mL dichloromethane into a 500ml three-necked flask, stir to dissolve, then add ethyl nicotinate (35.5g, 0.235mol), stir evenly; at room temperature, add 50mL dichloromethane dropwise Dilute trimethylsilyl trifluoromethanesulfonate (TMsOTf52.2g, 0.235mol), exothermic during the dropwise addition, control the temperature below 20°C, add within about 0.5 hours, dropwise is complete, then stir for 1 hour To complete the reaction (disappearance of tetraacetylribose monitored by TLC). After the reaction was completed, the reaction liquid was cooled to below -5°C, 25 mL of ethanol was added dropwise, and stirred for 15 minutes after the addition was completed to destroy the TMSOTf quenching reaction, thereby terminat...
Embodiment 3
[0089] This embodiment discloses a method for preparing β-nicotinic acid amine mononucleotide, comprising the following steps:
[0090] a. Condensation (i.e. preparation of nicotinic acid ethyl triacetyl nucleoside):
[0091] Add tetraacetyl ribose (50g, 0.157mol) and 100mL dichloromethane into a 500ml three-necked flask, stir to dissolve, then add ethyl nicotinate (47.4g, 0.314mol), and stir evenly; at room temperature, add 50mL dichloromethane dropwise Diluted trimethylchlorosilane (TMsCl 33.9g, 0.314mol), exothermic during the dropwise addition, controlled temperature below 20°C, added within about 0.5 hour, added dropwise, then stirred for 1 hour to complete the reaction (TLC monitor the disappearance of tetraacetylribose). After the reaction was completed, the reaction liquid was cooled to below -5°C, 30 mL of ethanol was added dropwise, and stirred for 15 minutes after the addition was completed to destroy the quenching reaction of TMSOTf, thereby terminating the reacti...
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