Reaction #2507826

ord-9bc190c4f0974d81b51d69cdec7b0770

Reaction equation

CCCCCC1COc2cc(C3COC(C4=Cc5cc(F)cc(F)c5OC4)OC3)c(F)cc2C1
6,8-Difluoro-3-[5-(6-fluoro-3-pentylchroman-7-yl)-1,3-dioxan-2-yl]-2H-chromene
CCCCC[C@H]1COc2cc(C3COC([C@H]4COc5c(F)cc(F)cc5C4)OC3)c(F)cc2C1
(R)-6,8-difluoro-3-[5-((R)-6-fluoro-3-pentylchroman-7-yl)-1,3-dioxan-2-yl]chroman

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe solution is filtered
  2. 2
    Otherevaporated
  3. 3
    Otherthe residue is recrystallised from heptane

Procedure

6,8-Difluoro-3-[5-(6-fluoro-3-pentylchroman-7-yl)-1,3-dioxan-2-yl]-2H-chromene is hydrogenated to completion in THF on a palladium/active carbon catalyst. The solution is filtered and evaporated, and the residue is recrystallised from heptane, giving isomerically pure (R)-6,8-difluoro-3-[5-((R)-6-fluoro-3-pentylchroman-7-yl)-1,3-dioxan-2-yl]chroman as a colourless solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07955664B2uspto-grants-2011_06