Trifluoroacetic acid → HCID 131721075, compound

HRID 342711Notes

Reaction equation

HRID 342711 reaction equation
[C:1]([O:4][C:5]1[CH:24]=[CH:23][CH:22]=[CH:21][C:6]=1[C:7]([O:9][CH2:10][C@@H:11]1[CH2:15][O:14]C2(CCCCC2)[O:12]1)=[O:8])(=[O:3])[CH3:2].FC(F)(F)C(O)=O>ClCCl>[C:1]([O:4][C:5]1[CH:24]=[CH:23][CH:22]=[CH:21][C:6]=1[C:7]([O:9][CH2:10][C@@H:11]([OH:12])[CH2:15][OH:14])=[O:8])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22941431HCID 22941431, compound

Product 1

HCID 131721075HCID 131721075, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The solution from [2S]-1,4-dioxa-spiro[4,5]dec-2-yl-methyl 2-acetoxybenzoate (527 mg, 1.58 mmol) in dichloromethane (10 ml) is treated with trifluoroacetic acid (2 ml). After 2 h at room temperature, the mixture is concentrated, the residue is taken up in toluene (10 ml) and the solution is concentrated. The residue is purified by column chromatography (dichloromethane/methanol=30/1). Yield: 161 mg.

Workup

  1. concentrationthe mixture is concentrated
  2. concentrationthe solution is concentrated
  3. customThe residue is purified by column chromatography (dichloromethane/methanol=30/1)

Sources & evidence

ORD record
ord-6254af743d744d9097cf234de83c5bff
Source dataset
uspto-grants-1999_01
Patent number
US05859053

Reaction notes

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