Reaktion #1675626

ord-0922c01e34dd445fb76602aff749e257

Reaktionsgleichung

CCCC(F)(F)C(=O)CCC[C@H]1[C@H](OC2CCCCO2)CC(=O)[C@@H]1CCCCCCC(=O)OC
diketone
CCCC(F)(F)C(=O)CCC[C@H]1[C@H](OC2CCCCO2)CC(=O)[C@@H]1CCCCCCC(=O)OC
methyl 7-{(1R)-(2R,3R)-2-(5,5-difluoro-4oxooctyl)-5-oxo-3-tetrahydropyranyloxycylopentyl}heptanoate
→
CCCC(F)(F)C(=O)CCC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
titled compound ( 35 )
CCCC(F)(F)C(=O)CCC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
methyl 7-{(1R)-(2R,3R)-2-(5,5-difluoro-4-oxooctyl)-3-hydroxy-5-oxocylopentyl}heptanoate

Edukte

CCCC(F)(F)C(=O)CCC[C@H]1[C@H](OC2CCCCO2)CC(=O)[C@@H]1CCCCCCC(=O)OC
diketone
CCCC(F)(F)C(=O)CCC[C@H]1[C@H](OC2CCCCO2)CC(=O)[C@@H]1CCCCCCC(=O)OC
methyl 7-{(1R)-(2R,3R)-2-(5,5-difluoro-4oxooctyl)-5-oxo-3-tetrahydropyranyloxycylopentyl}heptanoate
—
resultant solution

Reagenzien

Keine

Lösungsmittel

CC(=O)O
acetic acid
C1CCOC1
THF
O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe crude product obtained after the usual work-up
  2. 2
    Sonstigewas chromatographed on a Rober column (ODS)

Vorschrift

The diketone (34) (0.371 g) was dissolved in a mixed solvent of acetic acid, THF and water (1:3:1, 35 ml), and the resultant solution was stirred overnight. The crude product obtained after the usual work-up was chromatographed on a Rober column (ODS) to give the titled compound (35).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05221799uspto-grants-1993_06