(S)-4-(((Benzyloxy)carbonyl)amino)-2-hydroxybutanoic acid

Name: (S)-4-(((Benzyloxy)carbonyl)amino)-2-hydroxybutanoic acid
Brand: ChemScene
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CAS No. 40371-50-4
Cat. No. CS-0059147
Purity≥97%
MDL No.None

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(S)-4-(((Benzyloxy)carbonyl)amino)-2-hydroxybutanoic acid|CS-0059147

Structure of 40371-50-4

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Description

(S)-4-(((Benzyloxy)carbonyl)amino)-2-hydroxybutanoic acid is a chiral building block featuring a protected amino group and a reactive hydroxyl moiety. This configuration enables direct incorporation into peptide syntheses and complex molecular architectures, where the benzyl ester facilitates selective deprotection under mild hydrogenolysis conditions.

Application

(S)-4-(((Benzyloxy)carbonyl)amino)-2-hydroxybutanoic acid serves as a key chiral building block for the synthesis of β-hydroxy amino acids and peptidomimetics. The benzyl ester group provides excellent bench stability and facilitates straightforward deprotection under standard hydrogenolysis conditions. The molecule’s well-defined stereochemistry and orthogonal functional groups enable reliable incorporation into complex scaffolds, supporting efficient synthesis of bioactive intermediates in medicinal chemistry workflows.

General Information

CAS No. 40371-50-4
Cat. No. CS-0059147
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₅NO₅
Molecular Weight 253.25
Synonym(s) L--a-Hydroxy-BenzyloxycarbonylaminoButyricAcid(CBZ-HABA)
SMILES O=C(O)[C@@H](O)CCNC(OCC1=CC=CC=C1)=O

Computational Chemistry Data

TPSA 95.86
LogP 0.7484
H_Acceptors 4
H_Donors 3
Rotatable_Bonds 6

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

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-4-(((Benzyloxy)carbonyl)amino)-2-hydroxybutanoic acid

CAS No. 40371-50-4

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