Reacción #94783

ord-b25d1c55829a4755896b05804debfee9

Ecuación de reacción

CC(CC(=O)c1ccc(Cl)s1)C(=O)N1CCC[C@H]1C(=O)O
[S]-1-[3-(5-chloro-2-thenoyl)-2-methylpropionyl]-L-proline
CC([O-])=S.[Na+]
sodium thioacetate
→
CC(=O)SC(C(=O)c1ccc(Cl)s1)C(C)C(=O)N1CCC[C@H]1C(=O)O
1-[3-Acetylthio-3-(5-chloro-2-thenoyl)-2-methylpropionyl]-L-proline

Reactantes

CC(CC(=O)c1ccc(Cl)s1)C(=O)N1CCC[C@H]1C(=O)O
[S]-1-[3-(5-chloro-2-thenoyl)-2-methylpropionyl]-L-proline
CC([O-])=S.[Na+]
sodium thioacetate

Reactivos

Ninguno

Disolventes

CC#N
acetonitrile

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrogives

Procedimiento

Bromination of the [S]-1-[3-(5-chloro-2-thenoyl)-2-methylpropionyl]-L-proline and reaction of the brominated product with sodium thioacetate in acetonitrile gives a mixture of the [R-(R*,S*)] and [R-(R*,R*)] isomers of the product of the Example as a glass.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04342690uspto-grants-1982_08