(3S)-3-AMINO-3-(2,6-DIFLUOROPHENYL)PROPANOIC ACID synthesis

2synthesis methods

Product Name:(3S)-3-AMINO-3-(2,6-DIFLUOROPHENYL)PROPANOIC ACID
CAS Number:1270156-95-0
Molecular formula:C9H9F2NO2
Molecular Weight:201.1701

tert-butyl (3S)-3-amino-3-(2,6-difluorophenyl)propanoate hydrochloride

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(3S)-3-AMINO-3-(2,6-DIFLUOROPHENYL)PROPANOIC ACID

1270156-95-0
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Yield:1270156-95-0 95%

Reaction Conditions:

Stage #1: tert-butyl (S)-3-amino-3-(2',6'-difluorophenyl)propanoatewith hydrogenchloride;water for 6 h;Reflux;
Stage #2: with ammonium hydroxide in water;

Steps:

4.2.4. General procedure 4 for hydrolysis of tert-butyl esters

General procedure: 2.0 M aq HCl was added dropwise to a stirred solution of the requisite tert-butyl ester at rt and the reaction mixture was heated at reflux for 6 h. After this time, the reaction mixture was concentrated in vacuo. The residue was then purified via ion-exchange chromatography (Dowex50WX8-100, eluent 1.0 M aq NH₄OH).

References:

Davies, Stephen G.;Fletcher, Ai M.;Lv, Linlu;Roberts, Paul M.;Thomson, James E. [Tetrahedron Asymmetry,2012,vol. 23,# 11-12,p. 910 - 925] Location in patent:experimental part

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References