Reacción #214478

ord-1ca328e86dbf4115a5c3fbcde3584ea3

Ecuación de reacción

N[C@@H](CS)C(=O)O
L-Cysteine
CSC(C)(C)C(=O)Cl
2-methyl-2-(methylthio)propanoyl chloride
Cl
hydrochloric acid
CSC(C)(C)C(=O)N[C@@H](CS)C(=O)O
titled compound
Rendimiento 89.8%
CSC(C)(C)C(=O)N[C@@H](CS)C(=O)O
N-[2-Methyl-2-(methylthio)propanoyl]-L-cysteine
Rendimiento 89.8%

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONAfter the addition
  2. 2
    workup.STIRRINGthe mixture is stirred overnight at room temperature
  3. 3
    Otrothe obtained crystals are separated by filtration
  4. 4
    Otrodried

Procedimiento

L-Cysteine (7.1 g) is dissolved in 88 ml of 2 M potassium carbonate and 7.5 g of 2-methyl-2-(methylthio)propanoyl chloride [b.p. 78° C. (37 mmHg)] is added dropwise while stirring under a nitrogen atmosphere at 0° C. After the addition, the mixture is stirred overnight at room temperature. The mixture is acidified with hydrochloric acid and the obtained crystals are separated by filtration and dried to yield 10.4 g (89.8%) of the titled compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04255446uspto-grants-1981_03