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Hydrochloric Acid → N-benzenesulfonyl-L-prolyl-L-proline

HRID 1074008
ノート
印刷プレビュー

反応式

HRID 1074008 の反応式
C([O:8][C:9](=[O:31])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:30])[C@@H:16]1[CH2:20][CH2:19][CH2:18][N:17]1[S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(=[O:23])=[O:22])C1C=CC=CC=1.C(=O)(O)[O-].[Na+].[H][H].Cl>CO.[C].[Pd].O>[C:24]1([S:21]([N:17]2[CH2:18][CH2:19][CH2:20][C@H:16]2[C:15]([N:11]2[CH2:12][CH2:13][CH2:14][C@H:10]2[C:9]([OH:31])=[O:8])=[O:30])(=[O:23])=[O:22])[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 14858868N-benzenesulfonyl-L-prolyl-L-proline benzylesterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 14858866N-benzenesulfonyl-L-prolyl-L-proline収率 62.5%

試薬・触媒・溶媒 3

HCID 178418390
HCID 178418390、化合物
触媒
HCID 887Methanol溶媒
HCID 962Water溶媒2 回

実験手順

N-benzenesulfonyl-L-prolyl-L-proline benzylester (2.17 g, 4.9 mmole) was dissolved in methanol (40 ml), and water (5 ml) solution of sodium bicarbonate (0.42 g, 5 mmole) was added thereto. Hydrogen gas was passed through the solution in the presence of 5% palladium-carbon as a catalyst for 3 hours. The catalyst was removed by filtration, and the solution was concentrated under reduced pressure, and the residue thus obtained was dissolved in water (10 ml). 1N aqueous hydrochloric acid (10 ml) was added to the solution. The white crystals thus obtained were recrystallized from N,N-dimethylformamide, ethyl acetate and petroleum ether to obtain N-benzenesulfonyl-L-prolyl-L-proline (yield 1.08 g, 62.5%).

後処理

  1. customThe catalyst was removed by filtration
  2. concentrationthe solution was concentrated under reduced pressure
  3. customthe residue thus obtained
  4. customThe white crystals thus obtained
  5. customwere recrystallized from N,N-dimethylformamide, ethyl acetate and petroleum ether

出典と根拠

ORDレコード
ord-082c48a057b74e87bcf51edf4bed9100
出典データセット
uspto-grants-1990_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04971993

反応ノート

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