(R)-4-Amino-3-hydroxybutyric acid

Name: (R)-4-Amino-3-hydroxybutyric acid
Brand: ChemScene
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CAS No. 7013-07-2
Cat. No. CS-W005749
Purity≥97%
MDL No.MFCD02262047

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-4-Amino-3-hydroxybutyric acid|CS-W005749

Structure of 7013-07-2

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General Information

CAS No. 7013-07-2
Cat. No. CS-W005749
Purity ≥97%
MDL No. MFCD02262047
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₉NO₃
Molecular Weight 119.12
Synonym(s) (-)-γ-Amino-β-hydroxybutyric acid; (R)-GABOB; (-)-β-Hydroxy-GABA
SMILES O=C(O)C[C@@H](O)CN

Description

(R)-4-Amino-3-hydroxybutyric acid is a chiral building block featuring a hydroxyl group and an amino functionality on adjacent carbons, enabling precise stereochemical control in peptide synthesis. This configuration supports efficient incorporation into bioactive peptidomimetics and metabolic pathway intermediates. The molecule exhibits favorable solubility in aqueous and polar organic solvents, enhancing its utility in solution-phase reactions and biocatalytic transformations.

Application

(R)-4-Amino-3-hydroxybutyric acid serves as a key chiral building block for synthesizing bioactive molecules, including γ-aminobutyric acid (GABA) analogs and peptidomimetics. Its well-defined stereochemistry enables reliable incorporation into complex scaffolds. The molecule exhibits favorable bench stability and functional group compatibility, facilitating straightforward derivatization via amine and hydroxyl groups. This makes it a practical choice for medicinal chemistry campaigns requiring stereoselective synthesis of neuroactive compounds and metabolic pathway intermediates.

Synthesis

Route1
- 80503-94-2
- ~98%
- In-stock
  
  7013-07-2
References
- Puertas, Susana; Rebolledo, Francisca; Gotor, Vicente Journal of Organic Chemistry, 1996 , vol. 61, # 17 p. 6024 - 6027
Route2
- 104768-72-1
- ~92%
- In-stock
  
  7013-07-2
References
- Takano, Seiichi; Yanase, Masashi; Sekiguchi, Yoshinori; Ogasawara, Kunio Tetrahedron Letters, 1987 , vol. 28, # 16 p. 1783 - 1784
Route3
- 74924-00-8
- ~96%
- In-stock
  
  7013-07-2
References
- Jung, Michael E.; Shaw, Teresa J. Journal of the American Chemical Society, 1980 , vol. 102, # 20 p. 6304 - 6311

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 83.55
LogP -1.2193
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Fatty chain compounds

Building Blocks Functional Group Amine

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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(R)-4-Amino-3-hydroxybutyric acid

CAS No. 7013-07-2

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