(R)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid

Name: (R)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid
Brand: ChemScene
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CAS No. 76379-01-6
Cat. No. CS-0129384
Purity≥95%
MDL No.MFCD00136803

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(R)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid|CS-0129384

Structure of 76379-01-6

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General Information

CAS No. 76379-01-6
Cat. No. CS-0129384
Purity ≥95%
MDL No. MFCD00136803
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₆
Molecular Weight 261.27
Synonym(s) N-tert-Butoxycarbonyl-D-glutamic acid gamma-methyl ester
SMILES O=C(OC)CC[C@H](C(O)=O)NC(OC(C)(C)C)=O

Description

This chiral building block features a protected amino group and a reactive ketone-carboxylic acid motif, enabling direct incorporation into peptide macrocycles. The tert-butoxycarbonyl group ensures stability during synthesis, while the methoxy-substituted β-ketoacid scaffold supports diverse transformations in medicinal chemistry and natural product synthesis.

Application

(R)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptidomimetics. Its orthogonal functionality—comprising a protected amine, a β-keto ester motif, and a methoxy-substituted carbonyl—enables efficient cyclization and functional group interconversions under standard conditions. Bench-stable and readily purified by chromatography, it facilitates scalable access to complex scaffolds in medicinal chemistry campaigns.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 101.93
LogP 0.9175
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Life Science Amino Acids and their Derivatives Glutamic acid and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-((tert-Butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid

CAS No. 76379-01-6

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