Hydrochloric Acid → benzyl 4-[(2RS)-4-oxoazetidin-2-yl]but-2-enoate

HRID 851383

반응식

HRID 851383 반응식
[Si]([N:8]1[C:11](=[O:12])[CH2:10][CH:9]1[CH2:13][CH:14]=[CH:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])(C(C)(C)C)(C)C.Cl.C(=O)(O)[O-].[Na+]>CO>[O:12]=[C:11]1[NH:8][CH:9]([CH2:13][CH:14]=[CH:15][C:16]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:17])[CH2:10]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 53904921benzyl 4-[(2RS)-1-(tert-butyldimethylsilyl)-4-oxoazetidin-2-yl]but-2-enoate

생성물 1

HCID 53759236benzyl 4-[(2RS)-4-oxoazetidin-2-yl]but-2-enoate수율 97.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of benzyl 4-[(2RS)-1-(tert-butyldimethylsilyl)-4-oxoazetidin-2-yl]but-2-enoate (45 mg) in methanol was added 1 N hydrochloric acid (0.1 ml) at 0°. After stirring at room temperature for 2.5 hours, the reaction mixture was neutrallized to pH 7 with saturated aqueous sodium bicarbonate. The resultant solution was concentrated, taken up into ethyl acetate (15 ml), and washed in turn with water and brine. Drying over magnesium sulfate and removal of the solvent left an oil, which was chromatographed on a silica gel plate (developing solvent: 6% methanol in dichloromethane) to give benzyl 4-[(2RS)-4-oxoazetidin-2-yl]but-2-enoate (30 mg) as a crystalline solid.

후처리

  1. concentrationThe resultant solution was concentrated
  2. washwashed in turn with water and brine
  3. dry with materialDrying over magnesium sulfate and removal of the solvent
  4. waitleft an oil, which
  5. customwas chromatographed on a silica gel plate (developing solvent: 6% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-966800ca7b2d4e40ad476f1b342a8c9c
출처 데이터셋
uspto-grants-1983_05
특허 번호
US04383945

연결된 노트

불러오는 중…