HCID 18665758, compound → HCID 18665759, compound

HRID 863155Notes

Reaction equation

HRID 863155 reaction equation
[C:1]([CH2:8][O:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=1[C@@H:18]1[C:26]2[C:21](=[CH:22][CH:23]=[C:24]([O:27][CH2:28][CH2:29][CH3:30])[CH:25]=2)[C@H:20]([C:31]2[CH:36]=[CH:35][C:34]3[O:37][CH2:38][O:39][C:33]=3[CH:32]=2)[C@H:19]1[C:40]([O:42][CH2:43][CH:44]=[CH2:45])=[O:41])([O:3]C(C)(C)C)=[O:2]>C(O)(C(F)(F)F)=O.C1(OC)C=CC=CC=1.C(OCC)(=O)C>[C:1]([CH2:8][O:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[CH:13]=[CH:12][C:11]=1[C@@H:18]1[C:26]2[C:21](=[CH:22][CH:23]=[C:24]([O:27][CH2:28][CH2:29][CH3:30])[CH:25]=2)[C@H:20]([C:31]2[CH:36]=[CH:35][C:34]3[O:37][CH2:38][O:39][C:33]=3[CH:32]=2)[C@H:19]1[C:40]([O:42][CH2:43][CH:44]=[CH2:45])=[O:41])([OH:3])=[O:2]

Participants

5

Reactant 1

HCID 18665758HCID 18665758, compound

Product 1

HCID 18665759HCID 18665759, compoundYield 83%

Reagents, catalysts & solvents 3

HCID 7519AnisoleCatalystHCID 6422Trifluoroacetic acidSolventHCID 8857Ethyl AcetateSolvent

Procedure

Allyl (1S,2R,3S)-3-(2-carbo-tert-butoxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate (765 mg, 1.24 mmol) was dissolved in TFA (5 ml) containing a few drops of anisole. The reaction mixture was stirred at RT for 20 min. The solvent was eliminated, the residue was diluted with ethyl acetate, washed with water, brine and dried (MgSO4 anhyd.), filtered and evaporated. The product was purified by column chromatography to provide the title compound (575 mg, 83%) as a colorless oil.

Workup

  1. washwashed with water, brine
  2. dry with materialdried (MgSO4 anhyd.)
  3. filtrationfiltered
  4. customevaporated
  5. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-be942335f96f433db4f30f638d97aa49
Source dataset
uspto-grants-1998_02
Patent number
US05719183

Reaction notes

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