(S)-3-Amino-4-hydroxybutanoic acid

Name: (S)-3-Amino-4-hydroxybutanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 16504-57-7
Cat. No. CS-W021172
Purity≥97%
MDL No.MFCD00270241

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-3-Amino-4-hydroxybutanoic acid|CS-W021172

Structure of 16504-57-7

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General Information

CAS No. 16504-57-7
Cat. No. CS-W021172
Purity ≥97%
MDL No. MFCD00270241
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₉NO₃
Molecular Weight 119.12
Synonym(s) None
SMILES O=C(O)C[C@H](N)CO

Description

(S)-3-Amino-4-hydroxybutanoic acid is a stereochemically defined amino alcohol featuring a hydroxyl group at C4 and an amino functionality at C3, enabling precise incorporation into bioactive peptide mimetics. This bench-stable derivative integrates readily into synthetic sequences requiring polar, hydrogen-bonding side chains.

Application

(S)-3-Amino-4-hydroxybutanoic acid serves as a key chiral building block for the synthesis of bioactive molecules, including γ-aminobutyric acid (GABA) analogs and peptidomimetics. Its well-defined stereochemistry enables reliable incorporation into complex scaffolds, while the amino and hydroxyl groups offer orthogonal reactivity for selective derivatization. The compound exhibits good bench stability and facilitates efficient purification, making it suitable for use in medicinal chemistry campaigns and process development workflows.

Synthesis

Route1
- 586952-09-2
- ~51%
- In-stock
  
  16504-57-7
References
- Ciclosi, Marco; Fava, Cristiana; Galeazzi, Roberta; Orena, Mario; Gonzalez-Rosende, Maria Eugenia; Sepulveda-Arques, Jose Tetrahedron Asymmetry, 2004 , vol. 15, # 12 p. 1937 - 1943
Route2
- 777-33-3
- ~%
- In-stock
  
  16504-57-7
References
- Synlett, , # 14 p. 2257 - 2260

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

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Serine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(S)-3-Amino-4-hydroxybutanoic acid

CAS No. 16504-57-7

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