1,1'-Oxybis(4-nitrobenzene) → HCID 178512875, 화합물

HRID 1388865

반응식

HRID 1388865 반응식
[N+](C1C=CC(OC2C=CC([N+]([O-])=O)=CC=2)=CC=1)([O-])=O.[CH2:20]([O:27][C:28]([N:30]1[CH2:37][CH2:36][CH2:35][C@H:31]1[C:32]([OH:34])=O)=[O:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[NH2:38][C@H:39]([C:47]([OH:49])=[O:48])[CH2:40][CH2:41][CH2:42][NH:43][C:44](=[NH:46])[NH2:45]>O1CCOCC1.O>[CH2:20]([O:27][C:28]([N:30]1[CH2:37][CH2:36][CH2:35][C@H:31]1[C:32]([NH:38][C@H:39]([C:47]([OH:49])=[O:48])[CH2:40][CH2:41][CH2:42][NH:43][C:44](=[NH:45])[NH2:46])=[O:34])=[O:29])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

참가 물질

6

반응물 3

HCID 75681,1'-Oxybis(4-nitrobenzene)HCID 101987Benzyloxycarbonyl-L-prolineHCID 178418600HCID 178418600, 화합물

생성물 1

HCID 178512875HCID 178512875, 화합물수율 96%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

반응 조건

온도
25 °C

실험 절차

To a solution of 37 g (0.1 mol) of p-nitrophenyl ether of benzyloxycarbonylproline in 360 ml of dioxane there is added a solution of 16 g (0.09 mole) of arginine in 160 ml of water under vigorous stirring. After two hours the solvent is evaporated and the residue is dissolved in 100 ml of dimethylformamide. The solution is stirred at room temperature (25° C.) for 72 hours and then poured into 1 liter of ethylacetate. After residence of the reaction mixture for 12 hours in a cooler the resulting precipitate is filtered-off, washed on the filter with ethylacetate and diethyl ether. After recrystallization of the product from a mixture of ethanol-diethyl ether (1:5) there are obtained 35 g (96%) of benzyloxycarbonyl-prolyl-arginine having the following properties: melting point 137°-140° C., [L]D20 -46.6° (c 1.0; H2O); Rf 0.53 (A, "Eastman"); 0.66 (B, "Eastman"), Ehis 0.56 (pH 2.4).

후처리

  1. customAfter two hours the solvent is evaporated
  2. dissolutionthe residue is dissolved in 100 ml of dimethylformamide
  3. additionpoured into 1 liter of ethylacetate
  4. waitAfter residence of the reaction mixture for 12 hours in a cooler the resulting precipitate is filtered-off
  5. washwashed on the
  6. filtrationfilter with ethylacetate and diethyl ether
  7. customAfter recrystallization of the product
  8. additionfrom a mixture of ethanol-diethyl ether (1:5) there

출처 및 근거

ORD 기록
ord-008399b121dc40fab2eeea35016d717a
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04434095

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