Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate

Name: Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate
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CAS No. 82961-77-1
Cat. No. CS-0313135
Purity≥95%
MDL No.MFCD08067417

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Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate|CS-0313135

Structure of 82961-77-1

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General Information

CAS No. 82961-77-1
Cat. No. CS-0313135
Purity ≥95%
MDL No. MFCD08067417
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₅NO₅
Molecular Weight 265.26
Synonym(s) Methyl 4-(Cbz-AMino)-3-oxobutanoate
SMILES COC(CC(CNC(OCC1=CC=CC=C1)=O)=O)=O

Description

Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate features a protected α-amino ketone scaffold ideal for peptide synthesis and heterocyclic derivatization. The benzyl ester group ensures stability under standard conditions, while the keto functionality enables facile condensation reactions. This compound integrates seamlessly into complex molecular architectures with predictable reactivity.

Application

Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to β-amino carbonyl frameworks. Its α,β-unsaturated ester functionality facilitates Michael additions and condensation reactions, while the benzyl carbamate group provides orthogonal protection for amine intermediates. The compound exhibits good bench stability and simplifies purification in multi-step syntheses, making it valuable for constructing heterocyclic scaffolds and peptide-derived motifs.

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 81.7
LogP 1.045
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate

CAS No. 82961-77-1

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