Lot numbers can be found on the outside label of a product:
(R)-2-Amino-2-methylpent-4-enoic acid
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CAS No. 96886-56-5
- Cat. No. CS-0089885
- Purity≥95%
- MDL No.MFCD00153479
*For research and further manufacturing use only, not for direct human use.
Structure of 96886-56-5
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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
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.
Synthesis
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Route1
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126402-81-1 -
106-95-6
- ~57%
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In-stock
96886-56-5
References
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Belokon, Yuri N.; North, Michael; Kublitski, Vadim S.; Ikonnikov, Nikolai S.; Krasik, Pavel E.; Maleev, Viktor I. Tetrahedron Letters, 1999 , vol. 40, # 33 p. 6105 - 6108
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Route2
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110510-45-7
- ~%
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In-stock
96886-56-5
References
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Journal of the American Chemical Society, , vol. 109, # 21 p. 6537 - 6538
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Route3
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53933-42-9
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106-95-6
- ~%
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In-stock
96886-56-5
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In-stock
96886-55-4
References
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Tetrahedron Letters, , vol. 42, # 45 p. 8093 - 8096
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 63.32
- LogP 0.3645
- H_Acceptors 2
- H_Donors 2
- Rotatable_Bonds 3
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Key Words
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