Methyl Isocyanate → HCID 54358359, Verbindung

HRID 839574Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 839574
[C:1]([S:20][C@@H:21]1[O:29][C@H:28]([CH2:30][OH:31])[C@@H:26]([OH:27])[C@H:24]([OH:25])[C@H:22]1[OH:23])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:32][N:33]=[C:34]=[O:35]>CN(C)C=O>[C:1]([S:20][C@@H:21]1[O:29][C@H:28]([CH2:30][O:31][C:34](=[O:35])[NH:33][CH3:32])[C@@H:26]([O:27][C:34](=[O:35])[NH:33][CH3:32])[C@H:24]([O:25][C:34](=[O:35])[NH:33][CH3:32])[C@H:22]1[O:23][C:34](=[O:35])[NH:33][CH3:32])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 12228Methyl IsocyanateHCID 54344857HCID 54344857, Verbindung

Produkt 1

HCID 54358359HCID 54358359, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

S-Trityl-1-thio-β-D-glucopyranose (0.70 g., 1.6 mmole) is dissolved in 20 ml. of dry dimethylformamide. Methyl isocyanate (1.5 ml.) is added and the mixture is stirred for 1.5 hours at room temperature and for an additional two hours at 65° C. The solvent is evaporated at reduced pressure, the residue is triturated with water and neutralized to pH 4 with dilute hydrochloric acid. Extracting the organic materials into chloroform, evaporating the chloroform extract and chromatographing the residue on a silica column with ethyl acetate eluant gives S-trityl-2,3,4,6-tetra-O-(N-methylcarbamoyl)-1-thio-β-D-glucopyranose.

Aufarbeitung

  1. customThe solvent is evaporated at reduced pressure
  2. customthe residue is triturated with water and neutralized to pH 4 with dilute hydrochloric acid
  3. extractionExtracting the organic materials into chloroform
  4. customevaporating the chloroform
  5. extractionextract

Quellen und Nachweise

ORD-Eintrag
ord-0386638d4cf24bcb8f7d1521dc3432af
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04096249

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