(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid

Name: (2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 23082-30-6
Cat. No. CS-W005847
Purity≥95%
MDL No.MFCD23134619

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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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(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid|CS-W005847

Structure of 23082-30-6

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Description

This chiral β-hydroxy amino acid derivative features a protected amine and a hydroxyl group at the 3-position, enabling selective functionalization in peptide synthesis. The (2S,3S) stereochemistry ensures high diastereoselectivity in downstream coupling reactions. Bench-stable under standard conditions, it integrates seamlessly into complex molecular architectures requiring precise spatial control.

Application

(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid serves as a stereochemically defined building block for the synthesis of β-hydroxy-α-amino acid derivatives. The protected amine and hydroxyl groups enable orthogonal functionalization in peptide and heterocyclic scaffold construction. Its bench-stable tert-butyl carbamate group facilitates straightforward deprotection under mild acidic conditions, while the vicinal stereocenters support predictable reactivity in cyclization and coupling reactions relevant to medicinal chemistry campaigns.

General Information

CAS No. 23082-30-6
Cat. No. CS-W005847
Purity ≥95%
MDL No. MFCD23134619
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₅
Molecular Weight 219.23
Synonym(s) None
SMILES C[C@H](O)[C@@H](C(O)=O)NC(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 95.86
LogP 0.3451
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 3

Safety Information

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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

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Other Classifications

Life Science Amino Acids and their Derivatives Threonine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid

CAS No. 23082-30-6

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