Reacción #1994226

ord-cfcc9059646047e9a277c8a4ca8368a2

Ecuación de reacción

CC(C)(C)OC(=O)NCC(=O)O.CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1.Cl
Boc-Gly Rotigotine HCl
O=C(O)C(F)(F)F
trifluoroacetic acid
CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1.NCC(=O)O
Gly Rotigotine
Rendimiento 79.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroall the volatiles were removed
  2. 2
    Otroa rotary evaporator
  3. 3
    workup.DISSOLUTIONThe residue (dark yellow) was dissolved in methanol
  4. 4
    Otroprecipitated
  5. 5
    workup.ADDITIONby adding into diethyl ether (40 mL)
  6. 6
    FiltraciónThe pale yellow precipitate was filtered
  7. 7
    Otrodried

Procedimiento

The Boc-Gly-Rotigotine HCl was deprotected by first dissolving the product (1.258 g, 2.55 mmol) in dichloromethane (64 ml). After addition of trifluoroacetic acid (9.83 ml, 128 mmol), the reaction mixture was stirred for 1 hour at room temperature and then all the volatiles were removed using a rotary evaporator. The residue (dark yellow) was dissolved in methanol and precipitated by adding into diethyl ether (40 mL). The pale yellow precipitate was filtered using a glass frit and dried to give Gly-Rotigotine.2TFA (1.140 g, 79% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08597633B2uspto-grants-2013_12