Reacción #1824320

ord-4ca98fb0e6f6433e8d78c63ea080cf22

Ecuación de reacción

O=C1CSCCS1
2,5-dithia cyclohexanone
CCCCCCCCCCOC(=O)[C@@H](N)CS.Cl
cysteine decyl ester hydrochloride
CCN(CC)CC
triethyl amine
CCCCCCCCCCOC(=O)C(CS)NC(=O)CSCCS
S-(2-mercaptoethyl)-N-(2-mercapto-1(decyloxycarbonyl)-ethyl)-mercaptoacetamide

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONare added
  2. 2
    Lavadowashed three times with 2% aqueous citric acid, saturated sodium hydrogencarbonate solution
  3. 3
    SecadoAfter drying above sodium sulfate
  4. 4
    Otrothe solvent is evaporated under reduced pressure
  5. 5
    OtroThe oily residue is crystallized by trituration with diethyl ether

Procedimiento

13.42 g (0.1 mol) of 2,5-dithia cyclohexanone dissolved in 250 ml of anhydrous dichloromethane are added by dropping, and in an argon atmosphere, to a solution of 29.79 g (0.1 mol) of cysteine decyl ester hydrochloride and 10.12 g (0.1 mol) of triethyl amine in 500 ml of anhydrous dichloromethane. The reaction mixture is kept agitated overnight at room temperature and then washed three times with 2% aqueous citric acid, saturated sodium hydrogencarbonate solution and with water. After drying above sodium sulfate, the solvent is evaporated under reduced pressure. The oily residue is crystallized by trituration with diethyl ether.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05961954uspto-grants-1999_10