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Water → trans 1-(o-Nitrobenzyloxycarbonylhydroxymethyl)-3-(1-o-nitrobenzyloxycarbonylaminoethyl)-4-(2'-acetoxyethyl)-2-azetidinone

HRID 1719911
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HRID 1719911 반응식
[C:1]([O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14])(=[O:4])[CH:2]=[O:3].O.[N+:17]([C:20]1[CH:43]=[CH:42][CH:41]=[CH:40][C:21]=1[CH2:22][O:23][C:24]([NH:26][CH:27]([C@H:29]1[C@H:32]([CH2:33][CH2:34][O:35][C:36](=[O:38])[CH3:37])[NH:31][C:30]1=[O:39])[CH3:28])=[O:25])([O-:19])=[O:18]>C1C=CC=CC=1>[N+:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[CH2:6][O:5][C:1]([CH:2]([OH:3])[N:31]1[C@@H:32]([CH2:33][CH2:34][O:35][C:36](=[O:38])[CH3:37])[C@H:29]([CH:27]([NH:26][C:24]([O:23][CH2:22][C:21]2[CH:40]=[CH:41][CH:42]=[CH:43][C:20]=2[N+:17]([O-:19])=[O:18])=[O:25])[CH3:28])[C:30]1=[O:39])=[O:4])([O-:15])=[O:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 12833475(2-Nitrophenyl)methyl oxoacetateHCID 131714341Trans-3-(1-o-nitrobenzyloxycarbonylaminoethyl)-4-(2-acetoxyethyl)-2-azetidinone

생성물 1

HCID 131714340trans 1-(o-Nitrobenzyloxycarbonylhydroxymethyl)-3-(1-o-nitrobenzyloxycarbonylaminoethyl)-4-(2'-acetoxyethyl)-2-azetidinone수율 87%

시약·촉매·용매 1

HCID 241
Benzene
용매

실험 절차

Ortho-nitrobenzyl glyoxalate prepared from (0.650 g, 0.00153 mole) of di-o-nitrobenzyl tartarate, is dissolved in 20 ml benzene and refulxed using a Dean-Stark water separator containing CaH2 for an hour. Trans-3-(1-o-nitrobenzyloxycarbonylaminoethyl)-4-(2-acetoxyethyl)-2-azetidinone (0.580 g, 0.00153 mole) is added and the mixture is refluxed for 8 hrs, cooled, evaporated. The residue is column chromatographed ##STR215## to give 0.775 g (0.00132 mole, 87% yield) of the product.

후처리

  1. additionseparator containing CaH2 for an hour
  2. temperaturethe mixture is refluxed for 8 hrs
  3. temperaturecooled
  4. customevaporated
  5. customchromatographed ##STR215##

출처 및 근거

ORD 기록
ord-dfef77273a074323b294c0c34603445b
출처 데이터셋
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04543257

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