Water → HCID 178488037、化合物

HRID 453674

反応式

HRID 453674 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 178488037HCID 178488037、化合物

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
2.5 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-f423ea6b9ac3460aa103689bf87e2690
出典データセット
uspto-grants-2013_07
特許番号
US08492551B2

関連ノート

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