HCID 70363414, compound → HCID 70363193, compound

HRID 255915Notes

Reaction equation

HRID 255915 reaction equation
[CH3:1][O:2][C:3](=[O:39])[CH2:4][CH2:5][CH2:6]/[CH:7]=[CH:8]\[CH2:9][C@@H:10]1[C@@H:14](/[CH:15]=[CH:16]/[C:17]([O:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][O:26]2)([CH3:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C@H:13]([O:31][CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][O:33]2)[CH2:12][C@H:11]1[F:38].[H][H]>C(OCC)(=O)C>[CH3:1][O:2][C:3](=[O:39])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C@@H:10]1[C@@H:14](/[CH:15]=[CH:16]/[C:17]([O:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][O:26]2)([CH3:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[C@H:13]([O:31][CH:32]2[CH2:37][CH2:36][CH2:35][CH2:34][O:33]2)[CH2:12][C@H:11]1[F:38]

Participants

4

Reactant 2

HCID 70363414HCID 70363414, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 70363193HCID 70363193, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 400 mg of (5Z,13E)-(9R, 11R,15RS)-11,15-bis(tetrahydropyran-2 -yloxy)-9-fluoro-15-methyl-5,13-prostadienoic acid methyl ester in 50 ml of ethyl acetate is shaken with 40 mg of pa 11adium/10% strength on carbon under a hydrogen atmosphere at 0° C. After absorption of 1 equivalent of hydrogen, the product is filtered off from the catalyst and evaporated under vacuum. The residue is absorbed on silica gel. With hexane/5-20% diethyl ether, 300 mg of the title compound is eluted as a colorless oil.

Workup

  1. filtrationthe product is filtered off from the catalyst
  2. customevaporated under vacuum
  3. customThe residue is absorbed on silica gel
  4. washWith hexane/5-20% diethyl ether, 300 mg of the title compound is eluted as a colorless oil

Sources & evidence

ORD record
ord-069264b13ead483290c23d65b93ffe00
Source dataset
uspto-grants-1987_10
Patent number
US04699920

Reaction notes

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