Hydrogen Sulfide → HCID 54209529, Verbindung

HRID 977215

Reaktionsgleichung

Reaktionsgleichung von HRID 977215
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH:12]([C:14]([NH:16][C@H:17]([CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[O:15])[O:11][C:10]2=[O:32])=[CH:5][CH:4]=1)#[N:2].N1C=CC=CC=1.[SH2:39]>C(N(CC)CC)C>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH:12]([C:14]([NH:16][C@H:17]([CH2:25][C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:18]([O:20][C:21]([CH3:22])([CH3:24])[CH3:23])=[O:19])=[O:15])[O:11][C:10]2=[O:32])=[CH:5][CH:4]=1)(=[S:39])[NH2:2]

Komponenten

5

Edukt 3

HCID 402Hydrogen SulfideHCID 1049PyridineHCID 70116075tert-butyl (2R)-2-[3-(4-cyanophenyl)-2-oxo-5-oxazolidinylcarbonylamino]-3-phenylpropionate

Produkt 1

HCID 54209529HCID 54209529, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

2.6 g of tert-butyl (2R)-2-[3-(4-cyanophenyl)-2-oxo-5-oxazolidinylcarbonylamino]-3-phenylpropionate [obtainable according to Example 8] are dissolved in a solvent mixture consisting of 30 ml of pyridine and 5 ml of triethylamine and the mixture is stirred for 1.5 h with ice cooling, with H2S gas being passed in continuously during this phase. The reaction mixture is subsequently stirred at room temperature for 24 h. Concentration by evaporation and customary workup give tert-butyl (2R)-2-[3-(4-thiocarbamoylphenyl)-2-oxo-5-oxazolidinylcarbonylamino]-3-phenylpropionate, m.p. 185°-186°.

Aufarbeitung

  1. concentrationConcentration
  2. customby evaporation and customary workup

Quellen und Nachweise

ORD-Eintrag
ord-47f8fb613651463cab3890f6ad234aee
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05614535

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