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Water → benzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate

HRID 330707
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 330707
ClCC([NH:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:45]/[O:46][CH3:47])/[C:12]([NH:14][C:15]2([CH2:43][OH:44])[CH2:19][O:18][N:17]([C:20]3([C:26]([O:28][CH:29]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:27])[CH2:24][CH2:23][C:22](=[O:25])[O:21]3)[C:16]2=[O:42])=[O:13])[N:10]=1)=O.CNC(=S)[S-].[Na+].O>CN(C)C=O>[NH2:5][C:6]1[S:7][CH:8]=[C:9](/[C:11](=[N:45]/[O:46][CH3:47])/[C:12]([NH:14][C:15]2([CH2:43][OH:44])[CH2:19][O:18][N:17]([C:20]3([C:26]([O:28][CH:29]([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[O:27])[CH2:24][CH2:23][C:22](=[O:25])[O:21]3)[C:16]2=[O:42])=[O:13])[N:10]=1
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Komponenten

5

Edukt 3

HCID 962WaterHCID 5366415Metam-sodiumHCID 88594920benzhydryl 2-[4-[[(2Z)-2-[2-[(2-chloroacetyl)amino]-1,3-thiazol-4-yl]-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate

Produkt 1

HCID 88594853benzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylateAusbeute 76,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In 3 ml of dimethylformamide was dissolved 170 mg of the Compound (9a) obtained as above. To the solution was added, under ice-cooling, 48 mg of sodium N-methyldithiocarbamate, and the mixture was stirred at room temperature for one hour. The reaction solution was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The concentrate was subjected to a silica-gel column chromatography, eluting with ethyl acetate - n-hexane (2:1) to give 115 mg of the above-titled Compound (9b).

Aufarbeitung

  1. customobtained as above
  2. additionTo the solution was added, under ice-
  3. temperaturecooling
  4. extractionwas subjected to extraction with ethyl acetate
  5. washThe ethyl acetate layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. washeluting with ethyl acetate - n-hexane (2:1)

Quellen und Nachweise

ORD-Eintrag
ord-10d2685e73e940e0b388a0834851b0d8
Quelldatensatz
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04897489

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