Trifluoroacetic acid → 1037254-47-9

HRID 1010916Notes

Reaction equation

HRID 1010916 reaction equation
[C:1]([NH:5][CH2:6][C@H:7]([C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([NH:17]C(=O)OC(C)(C)C)[CH3:16])=[CH:11][CH:10]=1)[OH:8])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[NH2:17][C@H:15]([C:12]1[CH:13]=[CH:14][C:9]([C@H:7]([OH:8])[CH2:6][NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][CH:11]=1)[CH3:16]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86761351HCID 86761351, compound

Product 1

HCID 673136261037254-47-9Yield 96.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

15.8 g of the compound [5-5] was dissolved in 50 mL of chloroform, 45 mL of trifluoroacetic acid was added thereto under an ice-cold condition, and the mixture was stirred at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (eluent: chloroform/methanol=100/0 to 90/10) to obtain 10.7 g of (1S)-1-{4-[(1S)-1-aminoethyl]phenyl}-2-(tert-butylamino)ethanol [67-3] (hereinafter, referred to as the compound [67-3]) as a white solid.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (eluent: chloroform/methanol=100/0 to 90/10)

Sources & evidence

ORD record
ord-bdaf8b708d3f48eda736c209b343412f
Source dataset
uspto-grants-2011_07
Patent number
US07977336B2

Reaction notes

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