Stable isotope labeled patulin and synthesis method thereof
The invention discloses stable isotope labeled patulin and a synthesis method thereof. By taking stable isotope C labeled glycerol- C as an initial raw material through a terminal hydroxyl protection reaction, a reaction of oxidizing a middle hydroxyl group into a ketone carbonyl group, a terminal h...
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| creator | QU LI GUO HUI CHEN WULIAN CAO CHEN DENG XIAOJUN LI RENJUN XU MIN ZHAO CHAOMIN ZHU QIAN HU XUPING |
| description | The invention discloses stable isotope labeled patulin and a synthesis method thereof. By taking stable isotope C labeled glycerol- C as an initial raw material through a terminal hydroxyl protection reaction, a reaction of oxidizing a middle hydroxyl group into a ketone carbonyl group, a terminal hydroxyl deprotection reaction, an esterification reaction of a terminal hydroxyl group and acetic anhydride and a ylide reaction, then carrying out ring closing to obtain 4-hydroxymethyl-5H-furan-2-one- C , carrying out hydroxyl protection, and carrying out a reaction with benzyloxy acetaldehyde- C under the action of lithium diisopropylamide, subjecting the obtained product to an esterification reaction of hydroxyl and pivaloyl chloride, a hydroxyl deprotection reaction, a reaction of oxidizing hydroxyl into an aldehyde group, a boron trichloride debenzylation reaction, an aldol condensation reaction and a deacylation reaction, patulin- C is obtained. The stable isotope C labeled patulin- C is obtained through a t |
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By taking stable isotope C labeled glycerol- C as an initial raw material through a terminal hydroxyl protection reaction, a reaction of oxidizing a middle hydroxyl group into a ketone carbonyl group, a terminal hydroxyl deprotection reaction, an esterification reaction of a terminal hydroxyl group and acetic anhydride and a ylide reaction, then carrying out ring closing to obtain 4-hydroxymethyl-5H-furan-2-one- C , carrying out hydroxyl protection, and carrying out a reaction with benzyloxy acetaldehyde- C under the action of lithium diisopropylamide, subjecting the obtained product to an esterification reaction of hydroxyl and pivaloyl chloride, a hydroxyl deprotection reaction, a reaction of oxidizing hydroxyl into an aldehyde group, a boron trichloride debenzylation reaction, an aldol condensation reaction and a deacylation reaction, patulin- C is obtained. 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| title | Stable isotope labeled patulin and synthesis method thereof |
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