2-Methyl-2-butene → 5-(2-Acetamido-4-methylthiazol-5-yl)furan-2-carboxylic acid

HRID 2386176노트

반응식

HRID 2386176 반응식
[CH:1]([C:3]1[O:7][C:6]([C:8]2[S:12][C:11]([NH:13][C:14](=[O:16])[CH3:15])=[N:10][C:9]=2[CH3:17])=[CH:5][CH:4]=1)=[O:2].P([O-])([O-])([O-])=[O:19].[Na+].[Na+].[Na+].CC(=CC)C.Cl([O-])=O.[Na+]>C(O)(C)(C)C.C1COCC1.O>[C:14]([NH:13][C:11]1[S:12][C:8]([C:6]2[O:7][C:3]([C:1]([OH:19])=[O:2])=[CH:4][CH:5]=2)=[C:9]([CH3:17])[N:10]=1)(=[O:16])[CH3:15]

참가 물질

8

반응물 4

HCID 105532-Methyl-2-buteneHCID 24243Trisodium PhosphateHCID 14532745N-(5-(5-formylfuran-2-yl)-4-methylthiazol-2-yl)acetamideHCID 23668197Sodium Chlorite

생성물 1

HCID 593622035-(2-Acetamido-4-methylthiazol-5-yl)furan-2-carboxylic acid

시약·촉매·용매 3

HCID 962Water용매2회HCID 6386tert-Butanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

To a solution of 1.2 g of N-(5-(5-formylfuran-2-yl)-4-methylthiazol-2-yl)acetamide in 100 mL of tert-butanol was added 5 mL of water and 20 mL of 2N monobasic sodium phosphate. The resulting suspension was cooled to 0° C. while being stirred. To the chilled suspension was added 20 mL of a 2M solution of 2-methyl-2-butene in THF followed by 3 g of sodium chlorite in 10 mL of water. The reaction was allowed to warm to room temperature overnight and the upper organic layer was separated and dried over sodium sulfate and used as is in the subsequent reactions. LC/MS: 267.04 (M+H)/2.04 min.

후처리

  1. temperatureto warm to room temperature overnight
  2. customthe upper organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. custom2.04 min.

출처 및 근거

ORD 기록
ord-6710a48b72e7496ab71fcbd1057c37c5
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268818B2

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