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Diethyl Ether → 7beta-amino-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid

HRID 261712
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HRID 261712 반응식
C(OC([NH:8][C@@H:9]1[C:38](=[O:39])[N:11]2[C:12]([C:35]([OH:37])=[O:36])=[C:13]([CH2:16][O:17][C:18](=[O:34])[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[S:25](=[O:33])(=[O:32])[NH:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:14][S:15][C@H:10]12)=O)(C)(C)C.CCOCC>FC(F)(F)C(O)=O>[NH2:8][C@@H:9]1[C:38](=[O:39])[N:11]2[C:12]([C:35]([OH:37])=[O:36])=[C:13]([CH2:16][O:17][C:18](=[O:34])[C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[S:25](=[O:33])(=[O:32])[NH:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH2:14][S:15][C@H:10]12
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참가 물질

4

반응물 2

HCID 3283Diethyl EtherHCID 70582695HCID 70582695, 화합물

생성물 1

HCID 705835287beta-amino-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid수율 85%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매2회

실험 절차

7β-(t-Butoxycarbonyl)amino-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid (2.2 g) is dissolved in ice cooled solution of trifluoroacetic acid (20 ml) and the mixture is stirred for 20 minutes. Then, trifluoroacetic acid is taken off under reduced pressure and viscous residue is obtained. The residue becomes solid upon addition of ether (50 ml). The solid is triturated, collected by filtration, washed with ether and dried over phosphorus pentoxide. The procedure provides 7β-amino-3-[2-(N-carboethoxysulfamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid (1.55 g).

후처리

  1. customviscous residue is obtained
  2. customThe solid is triturated
  3. filtrationcollected by filtration
  4. washwashed with ether
  5. dry with materialdried over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-ec01b87a0cb342f7831ef637908f643d
출처 데이터셋
uspto-grants-1979_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04166178

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