Methyl (R)-(+)-3-Bromoisobutyrate

Name: Methyl (R)-(+)-3-Bromoisobutyrate
Brand: ChemScene
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CAS No. 110556-33-7
Cat. No. CS-0130400
Purity≥97%
MDL No.None

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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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Methyl (R)-(+)-3-Bromoisobutyrate|CS-0130400

Structure of 110556-33-7

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Description

Methyl (R)-(+)-3-bromoisobutyrate is a chiral building block featuring a stereodefined bromomethyl group adjacent to a tertiary carbon. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of enantiopure pharmaceutical intermediates. The ester moiety enhances solubility and reactivity under standard conditions, while the benzylic-like bromide facilitates nucleophilic substitution with minimal elimination. Bench-stable and moisture-tolerant, this reagent streamlines access to complex alkylated frameworks in medicinal chemistry workflows.

Application

Methyl (R)-(+)-3-bromoisobutyrate serves as a chiral building block for asymmetric synthesis, enabling stereoselective transformations via its reactive bromomethyl group. Its bench-stable nature and compatibility with palladium-catalyzed cross-couplings facilitate efficient construction of complex molecular architectures. The methyl ester functionality supports straightforward derivatization, making it a practical choice for medicinal chemistry campaigns requiring enantiopure intermediates.

General Information

CAS No. 110556-33-7
Cat. No. CS-0130400
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₉BrO₂
Molecular Weight 181.03
Synonym(s) Methyl (R)-(+)-3-bromo-2-methylpropionate
SMILES C[C@H](C(OC)=O)CBr

Computational Chemistry Data

TPSA 26.3
LogP 1.1904
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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 : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

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Methyl (R)-(+)-3-Bromoisobutyrate

CAS No. 110556-33-7

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