(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID synthesis
- Product Name:(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID
- CAS Number:7013-05-0
- Molecular formula:C4H9NO3
- Molecular Weight:119.12
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
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Yield: 87%
Reaction Conditions:
with palladium 10% on activated carbon;hydrogen in ethyl acetate under 760.051 Torr; for 12 h;
Steps:
For 2
General procedure: To a solution of 7 (400 mg, 0.92 mmol) in EtOAc (20 mL) was added 10% Pd/C (785 mg, 0.74 mmol, 80 mol %) and the mixture was degassed and hydrogenated under 1 atm pressure of H2 gas for 12 h. The catalyst was filtered off and the solvent was concentrated under reduced pressure to yield (S)-GABOB (2) (95 mg, 87%) as white solid, which was recrystallized from EtOH-H2O. Mp 200-202 C, {lit.13e mp 198-201 C};?a 27 D +17.2 (c 1.23, H2O), {lit.13e};?a 25 D +16.7 (c 0.41, H2O)}; 1H NMR (600 MHz, D2O): d 2.44 (d, J = 6.6 Hz, 2H), 3.97 (dd, J = 13.2, 9.6 Hz, 1H), 3.18 (dd, J = 13.2, 3.0 Hz, 1H), 4.19-4.23 (m, 1H); 13C NMR (150 MHz, D2O): d 42.3, 44.1, 65.5, 178.6; HRMS (ESI): m/z [M+Na]+ calcd for C4H9NNaO3: 142.0480; found: 142.0462. 22. Abdel-Magid, A. F.; Carson, K.
References:
Sanyal, Ishita;Shukla, Brajesh;Barman, Piyali Deb;Banerjee, Asish Kumar [Tetrahedron Letters,2013,vol. 54,# 21,p. 2637 - 2640] Location in patent:supporting information
1000210-73-0
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7013-05-0
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7013-05-0
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83349-20-6
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7013-05-0
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7013-07-2
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1000210-73-0
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7013-05-0
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$60.00/250 mg