Ethyl cysteinate hydrochloride → HCID 57754378, Verbindung

HRID 226267Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 226267
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1F)[N:8]=[C:7]([CH2:13][O:14][C:15]1[CH:16]=[CH:17][C:18]3[CH2:28][CH2:27][C:22]4=[N:23][CH:24]=[CH:25][CH:26]=[C:21]4[CH:20](O)[C:19]=3[CH:30]=1)[CH:6]=[CH:5]2.[ClH:31].[CH2:32]([O:34][C:35](=[O:40])[C@H:36]([CH2:38][SH:39])[NH2:37])[CH3:33]>FC(F)(F)C(O)=O>[CH2:32]([O:34][C:35](=[O:40])[C@@H:36]([NH2:37])[CH2:38][S:39][CH:20]1[C:21]2[C:22](=[N:23][CH:24]=[CH:25][CH:26]=2)[CH2:27][CH2:28][C:18]2[CH:17]=[CH:16][C:15]([O:14][CH2:13][C:7]3[CH:6]=[CH:5][C:4]4[C:9](=[CH:10][C:11]([Cl:31])=[C:2]([F:1])[CH:3]=4)[N:8]=3)=[CH:30][C:19]1=2)[CH3:33]

Komponenten

4

Edukt 2

HCID 2723617Ethyl cysteinate hydrochlorideHCID 68896381HCID 68896381, Verbindung

Produkt 1

HCID 57754378HCID 57754378, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 10.0 g (23.76 mmol) of the product from Example 23, step 7, 9.7 g (52.3 mmol) of L-cystein ethyl ester hydrochloride and 105 ml of trifluoroacetic acid is stirred at 60° C. for 48 hr. The solvent is evaporated and the residue partitioned between sat. NaHCO3 and chloroform. The organic layer is washed with water, dried and concentrated, giving an oil, which is crystallised from ethyl ether/diisopropyl ether. Yield 10.4 g (80%).

Aufarbeitung

  1. customThe solvent is evaporated
  2. customthe residue partitioned between sat. NaHCO3 and chloroform
  3. washThe organic layer is washed with water
  4. customdried
  5. concentrationconcentrated
  6. customgiving an oil, which
  7. customis crystallised from ethyl ether/diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-c0292cb7877c40b5a24dfefe1cef7f27
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07557212B2

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