반응 #326274

반응 방정식

(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

(1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide

p-toluene sulfonic acid

→

(1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide p-toluene sulfonate

용매

ethyl acetate

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   여과The resulting slurry was filtered under suction
3. 3
   세척washed with 2 mL of ethyl acetate
4. 4
   기타dried under reduced pressure at room temperature
5. 5
   workup.STIRRINGstirred at room temperature for 15.5 hrs
6. 6
   여과The resulting slurry was filtered under suction
7. 7
   세척washed with 2 mL of ethyl acetate
8. 8
   기타dried under reduced pressure at room temperature

실험 절차

To ethyl acetate (5 mL) solution containing 251.7 mg of the mixture of ((1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide (6a) and (1R,2R,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide (8a) [containing (6a): 172.0 mg and (8a): 75.3 mg], 139.4 mg (content: 98 wt %) of p-toluene sulfonic acid was added and stirred for 18 hrs and 20 min at room temperature. The resulting slurry was filtered under suction, washed with 2 mL of ethyl acetate, and dried under reduced pressure at room temperature. 233.2 mg of the resulting colorless powder (248.0 mg obtained) was suspended in 2.5 mL of ethyl acetate, and stirred at room temperature for 15.5 hrs. The resulting slurry was filtered under suction, washed with 2 mL of ethyl acetate, and dried under reduced pressure at room temperature to obtain 220.6 mg of (1R,2S,3R,5R,6R)-2-amino-2-cyano-3-[(3,4-dichloro benzyl)oxy]-6-fluoro bicyclo[3.1.0]hexane-6-carboxamide p-toluene sulfonate (6e) as a colorless solid.

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