ChemicalBook > CAS DataBase List > (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID

(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
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(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)
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
542946
Product name
(S)-(+)-4-Amino-3-hydroxybutyric acid
Purity
97%
Packaging
5g
Price
$588
Updated
2025/07/31
Sigma-Aldrich
Product number
542946
Product name
(S)-(+)-4-Amino-3-hydroxybutyric acid
Purity
97%
Packaging
1g
Price
$153
Updated
2023/06/20
Biosynth Carbosynth
Product number
FA165248
Product name
(S)-(+)-4-Amino-3-hydroxybutyric acid
Packaging
2g
Price
$240
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA165248
Product name
(S)-(+)-4-Amino-3-hydroxybutyric acid
Packaging
250mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA165248
Product name
(S)-(+)-4-Amino-3-hydroxybutyric acid
Packaging
500mg
Price
$100
Updated
2021/12/16
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(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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(S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID Suppliers

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View Lastest Price from (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID manufacturers

Shanghai UCHEM Inc.
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
Career Henan Chemical Co
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

7013-05-0, (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACIDRelated Search:

ACETYL-PEPSTATIN D(+)-Carnitine L-Carnitine hydrochloride EST Pepstatin 4-Amino-2-hydroxybutanoic acid (R)-3-AMINO-4-HYDROXYBUTANOIC ACID HYDROCHLORIDE DL-4-Amino-3-hydroxybutyric acid allo-DL-Threonine L(+)-allo-Threonine (S)-N-Carbobenzyloxy-4-amino-2-hydroxybutyric acid DL-2-AMINO-3-HYDROXYBUTANOIC ACID 3-PHOSPHATE L-carnitine L-Threonine DL-2-AMINO-3-HYDROXYBUTANOIC ACID D(-)-allo-Threonine (3S,4S)-4-AMINO-3-HYDROXY-5-PHENYLPENTANOIC ACID FMOC-(3S,4S)-4-AMINO-3-HYDROXY-5-PHENYL PENTANOIC ACID

  • (S)-4-Amino-3-hydroxybutyric acid,99%
  • (S)-(+)-4-Amino-3-hydroxybutyric acid 97%
  • GABOB (beta-hydroxy-GABA)
  • [S,(+)]-3-Hydroxy-4-aminobutyric acid
  • D-4-Amino-3-hydroxybutyric acid
  • S-(+)-GABOB
  • (S)-(+)-4-AMINO-3-HYDROXYBUTANOIC ACID
  • (S)-4-AMINO-3-HYDROXYBUTANOIC ACID
  • (S)-4-AMINO-3-HYDROXYBUTYRIC ACID
  • (S)-(+)-AMINO-3-HYDROXYBUTANOIC ACID
  • (3S)-(+)-4-Amino-3-hydroxybutanoic acid
  • (3S)-4-Amino-3-hydroxybutanoic acid
  • (S)-(+)-3-Hydroxy-GABA
  • (S)-(+)-β-hydroxy-GABA
  • Butanoic acid, 4-amino-3-hydroxy-, (3S)-
  • S-(+)-γ-Amino-β-hydroxybutyric acid
  • BUTANOIC ACID, 4-AMINO-3-HYDROXY-, (S)
  • beta-hydroxy-GABA
  • β-hydroxy-GABA
  • (<i>S</i>)-(+)-4-Amino-3-hydroxybutyric acid
  • 7013-05-0
  • chiral
  • Carboxylic Acids
  • Chiral Building Blocks
  • Organic Building Blocks