Water → HCID 10870340、化合物

HRID 2309577ノート

反応式

HRID 2309577 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:17]/[OH:18])/[C:8]([O:10]CCS(C)(=O)=O)=[O:9])[N:6]=1.Br[CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22].O.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.C(OCC)(=O)C>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:17]/[O:18][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])/[C:8]([OH:10])=[O:9])[N:6]=1

参加物

7

反応物 4

HCID 962Water2 回HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 88404401HCID 88404401、化合物

生成物 1

HCID 10870340HCID 10870340、化合物収率 87.6%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
40 °C

実験手順

In 200 ml of acetone was suspended 10 g (0.0341 mole) of methylsulfonylethyl 2-(2-aminothiazol-4-yl)-(Z)-2-hydroxyiminoacetate as obtained in Example 3. After a serial addition of 9.98 g (0.0512 mole) of t-butyl bromoacetate, 0.6 ml of water and 18.85 g of anhydrous potassium carbonate, the mixture was stirred at 40° C. for 2 hours followed by addition of 200 ml of water. The mixture was stirred at 30°-35° C. for about an hour, whereby the methylsulfonylethyl group was hydrolytically eliminated. Then, the ethyl acetate was added to the hydrolysis reaction mixture. The organic layer was extracted with water and the aqueous layers were combined and adjusted to pH 2 with 2N HCl. The resulting white crystalline precipitate was collected by filtration and dried to give 9.0 g of 2-(2-aminothiazol-4-yl)-(Z)-2-(t-butoxycarbonylmethoxyimino)acetic acid. (Yiled, 87.6%)

後処理

  1. customas obtained in Example 3
  2. stirringThe mixture was stirred at 30°-35° C. for about an hour
  3. extractionThe organic layer was extracted with water
  4. filtrationThe resulting white crystalline precipitate was collected by filtration
  5. customdried

出典と根拠

ORDレコード
ord-5c00776934904c36ba2fc0d6bd25770a
出典データセット
uspto-grants-1987_09
特許番号
US04695639

反応ノート

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