Trifluoroacetic acid → 7-Amino-3vinyl-3-cephem-4-carboxylic acid

HRID 569373

반응식

HRID 569373 반응식
C(=[N:9][CH:10]1[C:35](=[O:36])[N:12]2[C:13]([C:19]([O:21]C(C3C=CC=CC=3)C3C=CC=CC=3)=[O:20])=[C:14]([CH:17]=[CH2:18])[CH2:15][S:16][C@H:11]12)C1C(=CC=CC=1)O.FC(F)(F)C(O)=O.C(OC(C)C)(C)C>C(Cl)Cl.C1(OC)C=CC=CC=1>[NH2:9][CH:10]1[C:35](=[O:36])[N:12]2[C:13]([C:19]([OH:21])=[O:20])=[C:14]([CH:17]=[CH2:18])[CH2:15][S:16][C@H:11]12

참가 물질

6

반응물 3

HCID 6422Trifluoroacetic acidHCID 7914Diisopropyl EtherHCID 136460592HCID 136460592, 화합물

생성물 1

HCID 128180067-Amino-3vinyl-3-cephem-4-carboxylic acid수율 54.9%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 7519Anisole용매

실험 절차

To a solution of benzhydryl 7-salicylideneamino-3-vinyl-3-cephem-4-carboxylate (1.6 g) in methylene chloride (20 ml) and anisole (5 ml) was added dropwise trifluoroacetic acid (6 ml) with stirring, and the stirring was continued at ambient temperature for an hour. The reaction mixture was poured into diisopropyl ether, and the precipitates were collected by filtration and then suspended in water, followed by adjusting to pH 3.5 with a saturated aqueous sodium bicarbonate. The solid was collected by filtration to give 7-amino-3-vinyl-3-cephem-4-carboxylic acid (0.4 g).

후처리

  1. waitthe stirring was continued at ambient temperature for an hour
  2. filtrationthe precipitates were collected by filtration
  3. filtrationThe solid was collected by filtration

출처 및 근거

ORD 기록
ord-5d38b4a9ac3848388ab573dcc173fb25
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04731443

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