(S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid

Name: (S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 2419-56-9
Cat. No. CS-W015458
Purity≥97%
MDL No.MFCD00038580

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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)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid|CS-W015458

Structure of 2419-56-9

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Description

(S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid is a chiral building block featuring a protected β-ketoacid moiety and a stereogenic center. This bench-stable, moisture-tolerant reagent integrates readily into peptide synthesis workflows, enabling direct incorporation of non-proteinogenic amino acids with high enantioselectivity. The tert-butoxy group facilitates selective deprotection under mild acidic conditions.

Application

(S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid serves as a valuable chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. Its pendant amino, carboxylic acid, and protected keto functionalities enable sequential transformations under mild conditions. The tert-butyl ester group provides bench stability and facilitates orthogonal deprotection, enhancing utility in multi-step synthetic sequences common in medicinal chemistry.

General Information

CAS No. 2419-56-9
Cat. No. CS-W015458
Purity ≥97%
MDL No. MFCD00038580
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₄
Molecular Weight 203.24
Synonym(s) None
SMILES N[C@@H](CCC(OC(C)(C)C)=O)C(O)=O

Computational Chemistry Data

TPSA 89.62
LogP 0.5202
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 4

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

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Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids Side Chain Protected Amino Acids (N,C-termini Free)

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(S)-2-Amino-5-(tert-butoxy)-5-oxopentanoic acid

CAS No. 2419-56-9

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