Reacción #48733

ord-19fd02864bc24a6d8bad2df46b92293b

Ecuación de reacción

CC(CO)(CF)CF
2,2-di-(fluoromethyl)propanol
C[C@@H]1N[C@@H]([C@H](OCc2ccccc2)[C@H](Cc2cc(F)cc(F)c2)N(Cc2ccccc2)Cc2ccccc2)COC1O
(3S,5R)-5-[(1S,2S)-1-benzyloxy-2-dibenzylamino-3-(3,5-difluorophenyl)-propyl]-3-methylmorpholin-2-ol
→
C[C@@H]1N[C@@H]([C@H](OCc2ccccc2)[C@H](Cc2cc(F)cc(F)c2)N(Cc2ccccc2)Cc2ccccc2)CO[C@H]1OCC(C)(CF)CF
desired compound
Rendimiento 42.1%
C[C@@H]1N[C@@H]([C@H](OCc2ccccc2)[C@H](Cc2cc(F)cc(F)c2)N(Cc2ccccc2)Cc2ccccc2)CO[C@H]1OCC(C)(CF)CF
Dibenzyl-{(1S,2S)-2-benzyloxy-1-(3,5-difluorobenzyl)-2-[(3R,5S,6R)-6-(2,2-di-(fluoromethyl)propoxy)-5-methylmorpholin-3-yl]-ethyl}-amine
Rendimiento 42.1%

Reactantes

CC(CO)(CF)CF
2,2-di-(fluoromethyl)propanol
C[C@@H]1N[C@@H]([C@H](OCc2ccccc2)[C@H](Cc2cc(F)cc(F)c2)N(Cc2ccccc2)Cc2ccccc2)COC1O
(3S,5R)-5-[(1S,2S)-1-benzyloxy-2-dibenzylamino-3-(3,5-difluorophenyl)-propyl]-3-methylmorpholin-2-ol

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroas described in Preparation 307

Procedimiento

React 2,2-di-(fluoromethyl)propanol (2.172 g, 17.5 mmol) with (3S,5R)-5-[(1S,2S)-1-benzyloxy-2-dibenzylamino-3-(3,5-difluorophenyl)-propyl]-3-methylmorpholin-2-ol (2.004 g, 3.5 mmol) essentially as described in Preparation 307 to provide 1.0 g of the desired compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07745438B2uspto-grants-2010_06