(R)-2-Amino-2-methylpent-4-enoic acid

Name: (R)-2-Amino-2-methylpent-4-enoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 96886-56-5
Cat. No. CS-0089885
Purity≥95%
MDL No.MFCD00153479

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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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(R)-2-Amino-2-methylpent-4-enoic acid|CS-0089885

Structure of 96886-56-5

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Description

(R)-2-Amino-2-methylpent-4-enoic acid features a chiral α-amino acid scaffold with a conjugated enoic acid moiety, enabling direct incorporation into peptide architectures. The pendant double bond facilitates downstream functionalization via cross-coupling or cycloaddition reactions. This configuration offers enhanced metabolic stability and conformational rigidity in bioactive peptide sequences.

Application

(R)-2-Amino-2-methylpent-4-enoic acid serves as a valuable chiral building block for the synthesis of bioactive molecules, particularly in peptide-based drug discovery. Its α-amino and conjugated enoic acid functionalities enable diverse transformations, including Michael additions and cyclizations, while its stereochemical integrity supports high-yielding, stereoselective couplings. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry.

General Information

CAS No. 96886-56-5
Cat. No. CS-0089885
Purity ≥95%
MDL No. MFCD00153479
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₁NO₂
Molecular Weight 129.16
Synonym(s) D-alpha-Allylalanine
SMILES C=CC[C@@](C)(N)C(O)=O

Computational Chemistry Data

TPSA 63.32
LogP 0.3645
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 3

Safety Information

Download SDS

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

Life Science Amino Acids and their Derivatives Alanine and derivatives

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-2-Amino-2-methylpent-4-enoic acid

CAS No. 96886-56-5

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