(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID
- Product Name
- (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID
- CAS No.
- 7013-05-0
- Chemical Name
- (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID
- Synonyms
- (S)-4-AMINO-3-HYDROXYBUTANOIC ACID;S-(+)-GABOB;β-hydroxy-GABA;beta-hydroxy-GABA;(S)-(+)-3-Hydroxy-GABA;(S)-(+)-β-hydroxy-GABA;GABOB (beta-hydroxy-GABA);D-4-Amino-3-hydroxybutyric acid;(S)-4-AMINO-3-HYDROXYBUTYRIC ACID;(3S)-4-Amino-3-hydroxybutanoic acid
- CBNumber
- CB7488146
- Molecular Formula
- C4H9NO3
- Formula Weight
- 119.12
- MOL File
- 7013-05-0.mol
(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID Property
- Melting point:
- 207-212 °C
- alpha
- 20 º (C=1.7 IN H2O)
- Boiling point:
- 374.5±32.0 °C(Predicted)
- Density
- 1.312±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- form
- Solid
- pka
- 4.04±0.10(Predicted)
- optical activity
- [α]20/D +20.0°, c = 1.7 in H2O
- InChI
- InChI=1S/C4H9NO3/c5-2-3(6)1-4(7)8/h3,6H,1-2,5H2,(H,7,8)/t3-/m0/s1
- InChIKey
- YQGDEPYYFWUPGO-VKHMYHEASA-N
- SMILES
- C(O)(=O)C[C@H](O)CN
- CAS DataBase Reference
- 7013-05-0(CAS DataBase Reference)
Safety
- WGK Germany
- 3
N-Bromosuccinimide Price
- Product number
- 542946
- Product name
- (S)-(+)-4-Amino-3-hydroxybutyric acid
- Purity
- 97%
- Packaging
- 5g
- Price
- $588
- Updated
- 2025/07/31
- Product number
- 542946
- Product name
- (S)-(+)-4-Amino-3-hydroxybutyric acid
- Purity
- 97%
- Packaging
- 1g
- Price
- $153
- Updated
- 2023/06/20
- Product number
- FA165248
- Product name
- (S)-(+)-4-Amino-3-hydroxybutyric acid
- Packaging
- 2g
- Price
- $240
- Updated
- 2021/12/16
- Product number
- FA165248
- Product name
- (S)-(+)-4-Amino-3-hydroxybutyric acid
- Packaging
- 250mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- FA165248
- Product name
- (S)-(+)-4-Amino-3-hydroxybutyric acid
- Packaging
- 500mg
- Price
- $100
- Updated
- 2021/12/16
(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID Chemical Properties,Usage,Production
Chemical Properties
white to light yellow crystal powde
Uses
S-(+)-GABOB anticonvulsant and is used in the treatment of epilepsy as it binds to the GABAB receptor.
General Description
(S)-(+)-4-Amino-3-hydroxybutyric acid [(S)-GABOB] can be prepared starting from ethyl (S)-4-chloro-3-hydroxybutyrate.
Synthesis
1431373-89-5
7013-05-0
GENERAL METHODS: Compound 7 (400 mg, 0.92 mmol) was dissolved in EtOAc (20 mL) and 10% Pd/C (785 mg, 0.74 mmol, 80 mol%) was added. The reaction system was degassed and hydrogenated under 1 atm H2 atmosphere for 12 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford (S)-(+)-4-amino-3-hydroxybutyric acid ((S)-GABOB, 2) (95 mg, 87% yield) as a white solid. The product was purified by recrystallization from EtOH-H2O mixed solvent. Melting point: 200-202°C (literature value 13e: 198-201°C); [α]27D +17.2 (c 1.23, H2O) (literature value 13e: [α]25D +16.7 (c 0.41, H2O)).1H NMR (600 MHz, D2O): δ 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): δ 42.3, 44.1, 65.5, 178.6. HRMS (ESI): m/z [M + Na]+ calculated value C4H9NNaO3: 142.0480; measured value: 142.0462. ref 22: Abdel-Magid, A. F.; Carson, K.
References
[1] Tetrahedron Letters, 2013, vol. 54, # 21, p. 2637 - 2640
(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID manufacturers
- Product
- (S)-(+)-4-Amino-3-hydroxybutyric acid 7013-05-0
- Price
- US $209.00-954.00/g
- Min. Order
- 5g
- Purity
- 0.99
- Supply Ability
- 1kg
- Release date
- 2023-12-04
- Product
- (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID 7013-05-0
- Price
- US $1.00/KG
- Min. Order
- 1G
- Purity
- 98%
- Supply Ability
- 100KG
- Release date
- 2018-08-17