4-(Benzyloxy)-4-oxobutanoic acid

CAS No. 103-40-2
Cat. No. CS-W002611
Purity≥97%
MDL No.MFCD00447717

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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+
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4-(Benzyloxy)-4-oxobutanoic acid|CS-W002611

Structure of 103-40-2

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Description

4-(Benzyloxy)-4-oxobutanoic acid features a benzyl ether-linked β-keto acid scaffold, enabling direct incorporation into synthetic sequences requiring stable, functionalized acyl precursors. The benzyloxy group provides orthogonal protection for hydroxyl functionalities during multistep transformations. This compound serves as a key intermediate in the synthesis of bioactive esters and lactones.

Application

4-(Benzyloxy)-4-oxobutanoic acid serves as a versatile building block for heterocyclic synthesis, particularly in the construction of γ-lactones and substituted pyrones. Its α,β-unsaturated ketone functionality enables Michael additions and aldol condensations under mild conditions. The benzyloxy group provides orthogonal protection for alcohols, facilitating sequential transformations. This compound exhibits good bench stability and is amenable to standard purification methods, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

General Information

CAS No. 103-40-2
Cat. No. CS-W002611
Purity ≥97%
MDL No. MFCD00447717
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂O₄
Molecular Weight 208.21
Synonym(s) None
SMILES O=C(O)CCC(=O)OCC=1C=CC=CC1

Computational Chemistry Data

TPSA 63.6
LogP 1.5946
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 5

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

Key Words

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4-(Benzyloxy)-4-oxobutanoic acid

CAS No. 103-40-2

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