Water → HCID 178488037, 화합물

HRID 453674

반응식

HRID 453674 반응식
[CH3:1][C:2]1[CH:3]=[N:4][C:5]([CH2:11][S+:12]([O-:24])[C:13]2[NH:14][C:15]3[CH:16]=[CH:17][C:18]([O:22][CH3:23])=[CH:19][C:20]=3[N:21]=2)=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9].C1C=CC2C(C3C(O)=CC=C4C=3C=CC=C4)=C(O)C=CC=2C=1.O.[OH-].[Na+:49].[O-]CC.[Na+]>C(OC)(C)(C)C.C(OC(=O)C)C>[CH3:1][C:2]1[CH:3]=[N:4][C:5]([CH2:11][S+:12]([O-:24])[C:13]2[N-:14][C:15]3[CH:16]=[CH:17][C:18]([O:22][CH3:23])=[CH:19][C:20]=3[N:21]=2)=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9].[Na+:49]

참가 물질

7

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 2723922Sodium ethoxideHCID 178488158Esomeprazole BINOL

생성물 1

HCID 178488037HCID 178488037, 화합물

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 15413tert-Butyl methyl ether용매

반응 조건

온도
2.5 °C

실험 절차

Esomeprazole-BINOL inclusion complex (100 g; 158.3 mmol; ee of 98.2%) was suspended in a mixture of methyl t-butyl ether (1300 ml) and DM water (400 ml). Aqueous sodium hydroxide solution (5 w/w; 133 g) was added to the suspended mass at 20-30° C. and stirred till clear solution was obtained. Thereafter, organic layer was separated and the aqueous layer was washed with methyl t-butyl ether. Thereafter, 20% aqueous ammonium formate solution (60 ml) was added and extracted with methylene chloride (300 ml). The organic layer was washed with DM water and concentrated under reduced pressure to yield a foamy mass. The concentrated mass was dissolved in ethylacetate (400 ml) and cooled to 0-5° C. To the solution, sodium ethoxide (10.77 g, mmol) was added and stirred at 20-30° C. for 90 min. The separated solid mass was filtered, washed with ethyl acetate and dried under reduced pressure at 40° C. to yield esomeprazole sodium.

후처리

  1. customwas obtained
  2. customThereafter, organic layer was separated
  3. washthe aqueous layer was washed with methyl t-butyl ether
  4. additionThereafter, 20% aqueous ammonium formate solution (60 ml) was added
  5. extractionextracted with methylene chloride (300 ml)
  6. washThe organic layer was washed with DM water
  7. concentrationconcentrated under reduced pressure
  8. customto yield a foamy mass
  9. stirringstirred at 20-30° C. for 90 min
  10. filtrationThe separated solid mass was filtered
  11. washwashed with ethyl acetate
  12. customdried under reduced pressure at 40° C.

출처 및 근거

ORD 기록
ord-f423ea6b9ac3460aa103689bf87e2690
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492551B2

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