Methyl (2S,3R)-2,4-dibromo-3-hydroxybutanoate

Name: Methyl (2S,3R)-2,4-dibromo-3-hydroxybutanoate
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CAS No. 88824-09-3
Cat. No. CS-0135565
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl (2S,3R)-2,4-dibromo-3-hydroxybutanoate|CS-0135565

Structure of 88824-09-3

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General Information

CAS No. 88824-09-3
Cat. No. CS-0135565
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈Br₂O₃
Molecular Weight 275.92
Synonym(s) methyl(2S,3R)-2,4-dibromo-3-hydroxybutyrate
SMILES O=C(OC)[C@@H](Br)[C@H](O)CBr

Description

Methyl (2S,3R)-2,4-dibromo-3-hydroxybutanoate is a stereodefined bromohydrin ester featuring adjacent chiral centers and dual bromine substituents. This configuration enables selective transformations in asymmetric synthesis, where the hydroxyl group serves as a handle for further functionalization. The molecule exhibits enhanced stability under standard bench conditions and facilitates efficient coupling reactions in complex molecule assembly.

Application

Methyl (2S,3R)-2,4-dibromo-3-hydroxybutanoate serves as a stereochemically defined building block for the synthesis of β-hydroxy-α-bromo carbonyl compounds and related heterocycles. Its well-defined stereocenters enable predictable transformations in asymmetric synthesis, while the bromo and hydroxy functionalities offer orthogonal reactivity for subsequent functionalization. The molecule exhibits bench stability and facilitates straightforward purification, making it suitable for multi-step synthetic sequences in medicinal chemistry and natural product synthesis.

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 46.53
LogP 0.6787
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Methyl (2S,3R)-2,4-dibromo-3-hydroxybutanoate

CAS No. 88824-09-3

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