HCID 57857000, compound → HCID 57857067, compound

HRID 561736Notes

Reaction equation

HRID 561736 reaction equation
[F:1][C:2]([F:35])([CH2:27][O:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:3][CH2:4][C@H:5]1[C@H:9]([O:10]C2CCCCO2)[CH2:8][C:7](=[O:17])[C@@H:6]1[CH2:18]/[CH:19]=[CH:20]\[CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25]>C(O)(=O)C.O.C1COCC1>[F:1][C:2]([F:35])([CH2:27][O:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[CH2:3][CH2:4][C@H:5]1[C@H:9]([OH:10])[CH2:8][C:7](=[O:17])[C@@H:6]1[CH2:18]/[CH:19]=[CH:20]\[CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25]

Participants

3

Reactant 1

HCID 57857000HCID 57857000, compound

Product 1

HCID 57857067HCID 57857067, compound

Reagents, catalysts & solvents 1

HCID 21877175AcOH THF waterSolvent

Procedure

(Z)-7-((1R,2R,3R)-2-(3,3-Difluoro-4-phenoxybutyl)-5-oxo-3-(tetrahydro-2H-pyran-2-yloxy)cyclopentyl)hept-5-enoic acid, prepared in Step H, is dissolved in a (4:2:1) solution of acetic acid-water-THF (0.5 M). The solution is stirred for several days at room temperature until the reaction is complete, as judged by TLC. The crude product is purified by flash chromatography on regular silica gel using ethyl acetate-hexane-acetic acid as eluent to afford the title compound.

Workup

  1. customThe crude product is purified by flash chromatography on regular silica gel

Sources & evidence

ORD record
ord-0dad28a599064a9d86ed9e2748791b83
Source dataset
uspto-grants-2011_11
Patent number
US08063240B2

Reaction notes

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