Trifluoroacetic acid → HCID 57956741, compound

HRID 2098555Notes

Reaction equation

HRID 2098555 reaction equation
[OH:1][C:2]([CH2:34][CH2:35][CH3:36])([CH2:31][CH2:32][CH3:33])[CH2:3][CH2:4][C:5]1[CH:6]=[C:7]([C@@H:11]([O:26][Si](C)(C)C)[C@@H:12]([CH3:25])[CH2:13][N:14]2[C:22](=[O:23])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]2=[O:24])[CH:8]=[CH:9][CH:10]=1.FC(F)(F)C(O)=O>CCO>[OH:26][C@H:11]([C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([CH2:4][CH2:3][C:2]([OH:1])([CH2:34][CH2:35][CH3:36])[CH2:31][CH2:32][CH3:33])[CH:6]=1)[C@@H:12]([CH3:25])[CH2:13][N:14]1[C:22](=[O:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]1=[O:24]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57956850HCID 57956850, compound

Product 1

HCID 57956741HCID 57956741, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-((2S,3S)-3-(3-(3-hydroxy-3-propylhexyl)phenyl)-2-methyl-3-(trimethylsilyloxy)propyl)isoindoline-1,3-dione in EtOH is added trifluoroacetic acid. The reaction mixture is stirred at room temperature then concentrated under reduced pressure, re-evaporated with EtOAc then with hexane to give 2-((2S,3S)-3-hydroxy-3-(3-(3-hydroxy-3-propylhexyl)phenyl)-2-methylpropyl)isoindoline-1,3-dione.

Workup

  1. concentrationthen concentrated under reduced pressure
  2. customre-evaporated with EtOAc

Sources & evidence

ORD record
ord-8cd7c1d3b2894520aee421a62dfc68d8
Source dataset
uspto-grants-2013_05
Patent number
US08450527B2

Reaction notes

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