(R)-4-(tert-Butoxy)-2-methyl-4-oxobutanoic acid

Name: (R)-4-(tert-Butoxy)-2-methyl-4-oxobutanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 185836-75-3
Cat. No. CS-W021138
Purity≥97%
MDL No.MFCD01862170

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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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(R)-4-(tert-Butoxy)-2-methyl-4-oxobutanoic acid|CS-W021138

Structure of 185836-75-3

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Description

(R)-4-(tert-Butoxy)-2-methyl-4-oxobutanoic acid is a chiral building block featuring a sterically hindered tert-butoxy group and a β-ketoacid motif. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of complex carboxylic acid derivatives. The molecule exhibits enhanced stability under standard bench conditions, facilitating straightforward handling and integration into multi-step synthetic sequences.

Application

(R)-4-(tert-Butoxy)-2-methyl-4-oxobutanoic acid serves as a versatile chiral building block in synthetic organic chemistry, enabling access to functionalized β-keto ester analogs and heterocyclic scaffolds. Its tert-butoxy group offers stability and orthogonal handling, while the α-methyl and oxo functionalities support diverse transformations including enolate formation, aldol reactions, and cyclization processes. The compound exhibits bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

General Information

CAS No. 185836-75-3
Cat. No. CS-W021138
Purity ≥97%
MDL No. MFCD01862170
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₆O₄
Molecular Weight 188.22
Synonym(s) (R)-4-tert-butoxy-2-Methyl-4-oxobutanoic acid
SMILES O=C(O)[C@H](C)CC(OC(C)(C)C)=O

Computational Chemistry Data

TPSA 63.6
LogP 1.4389
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

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 Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

Key Words

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(R)-4-(tert-Butoxy)-2-methyl-4-oxobutanoic acid

CAS No. 185836-75-3

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