Acetic Acid → HCID 86752391, compound

HRID 1598800Notes

Reaction equation

[OH:1][C@@H:2]1[CH2:6][C:5](=O)[C@H:4](CCCCCCC(O)=O)[C@H:3]1[CH2:17][CH2:18][C:19](=[O:28])[C:20]([F:27])([F:26])[CH2:21][CH2:22][CH:23]([CH3:25])[CH3:24].[C:29]([OH:32])(=[O:31])[CH3:30]>>[F:27][C:20]([F:26])([CH2:21][CH2:22][CH:23]([CH3:24])[CH3:25])[C:19](=[O:28])[CH2:18][CH2:17][C@@:3]1([C@@H:30]([CH2:4][CH2:3][CH2:2][CH2:6][CH3:5])[C:29]([OH:32])=[O:31])[C:2](=[O:1])[CH:6]=[CH:5][CH2:4]1

Participants

Reactant 2

HCID 176Acetic Acid

HCID 67578113HCID 67578113, compound

Product 1

HCID 86752391HCID 86752391, compound

Conditions

Temperature: 70 °C

Procedure

An acetic acid (10 ml) solution of 7-[(1R,2R,3R)-3-hydroxy-2-(4,4-difluoro-7-methyl-3-oxooctyl)-5-oxocyclopentyl]heptanoic acid (6-1) (0.533 g) prepared as described in Example 2 was heated overnight at 70° C. The crude product obtained after the usual work up was chromatographed on silica gel eluted with a mixed solvent of dichloromethane and methanol (20/1) to yield the compound (6-2).

Workup

customThe crude product obtained after the usual work
customup was chromatographed on silica gel
washeluted with a mixed solvent of dichloromethane and methanol (20/1)

Sources & evidence

ORD record: ord-09f9432043f042d48e3ed38fcfad7f8c
Source dataset: uspto-grants-1998_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05739161

Reaction notes

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