50299-15-5

Basic information

• Product Name: (S)-2-Amino-pent-4-enoic acid methyl ester
• Synonyms: (S)-2-Amino-pent-4-enoic acid methyl ester;4-Pentenoic acid, 2-amino-, methyl ester, (2S)-
• CAS NO: 50299-15-5
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.15704
• Mol File: 50299-15-5.mol
• Article Data: 31

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-Amino-pent-4-enoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-Amino-pent-4-enoic acid methyl ester(50299-15-5)
• EPA Substance Registry System: (S)-2-Amino-pent-4-enoic acid methyl ester(50299-15-5)

Safety Data

• Hazardous Substances Data: 50299-15-5(Hazardous Substances Data)

Usage

General Description

(S)-2-Amino-pent-4-enoic acid methyl ester, also known as L-2-amino-4-pentenoic acid methyl ester, is a chemical compound consisting of a five-carbon chain with an amino group and a double bond at the fourth carbon. It is the methyl ester of the amino acid (S)-2-Aminopent-4-enoic acid and is typically used as a building block in organic synthesis. (S)-2-Amino-pent-4-enoic acid methyl ester is less common than its parent amino acid and its role in biological processes is not well-studied. However, it is used in the production of pharmaceuticals, agrochemicals, and other specialty chemicals due to its potential as a versatile building block for more complex molecular structures. Additionally, it may have uses in research and development for new chemical compounds and materials.

Upstream product

• 67-56-1 methanol 
• 1069-48-3 rac-allylglycine 
• 16338-48-0 L-allylglycine 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 119479-32-2 2-((tert-butyloxycarbonyl)amino)-4-pentenoic acid 
• 106928-50-1 methyl 2-[(tert-butoxycarbonyl)amino]pent-4-enoate 
• 119244-19-8 tert-butyl (S)-2-[(diphenylmethylene)amino]pent-4-enoate 
• 143730-35-2 (2R,5S)-5-Allyl-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine 
• 81177-53-9 (2S,5R)-5-Allyl-2-(3,4-dimethoxy-benzyl)-3,6-dimethoxy-2-methyl-2,5-dihydro-pyrazine 
• 1363553-52-9 methyl 2-(4,5-dimethoxy-2-methylbenzylamino)pent-4-enoate 
• 115289-55-9 methyl DL-2-amino-4-pentenoate hydrochloride 
• 150374-52-0 Methyl 2-(benzylideneamino)pent-4-enoate 
• 118169-12-3 Methyl 2-(benzhydrylideneamino)-4-pentenoate 
• 106928-47-6 Methyl 2-<(allyloxycarbonyl)amino>-2-methoxyacetate 

Downstream Products

• 663941-98-8 2-[(benzylcarbamoyl-phenyl-methyl)-(2-iodo-benzoyl)-amino]-pent-4-enoic acid methyl ester 
• 846034-31-9 N-(2,4-dimethoxybenzyl)-allylglycine methyl ester 
• 784155-47-1 benzyl 4-{[1-(methoxycarbonyl)but-3-en-1-yl]amino}piperidine-1-carboxylate 
• 1069-48-3 rac-allylglycine 
• 794514-83-3 methyl (S)-2-(N-(3-methylenehexyl)-N-(2-nitro-phenylsulfonyl)-amino)-pent-4-enoate 
• 794514-84-4 methyl (S,Z)-1-(2-nitrophenylsulfonyl)-5-propyl-2,3,6,7-tetrahydro-1H-azepine-2-carboxylate 
• 1610043-27-0 methyl (2S)-2-[[5-[3-(4-allyloxyphenyl)propanoyl]-1H-pyrrole-2-carbonyl]amino]pent-4-enoate 

Relevant articles and documents

Enantioenriched α-substituted glutamates/pyroglutamates via enantioselective cyclopropenimine-catalyzed Michael addition of amino ester imines

A procedure for the enantioselective synthesis of α-substituted glutamates and pyroglutamates via a cyclopropenimine-catalyzed Michael addition of amino ester imines is described. Enantioselectivities of up to 94% have been achieved, and a variety of functional groups were found to be compatible. The impact of the catalyst structure and imine substitution is discussed. Compared to other methods, this protocol allows for a broader and more enantioselective access to pyroglutamate derivatives.

Optically Pure, Structural, and Fluorescent Analogues of a Dimeric Y4 Receptor Agonist Derived by an Olefin Metathesis Approach

The dimeric peptide 1 (BVD-74D, as a diastereomeric mixture) is a potent and selective neuropeptide Y Y4 receptor agonist. It represents a valuable candidate in developing traceable ligands for pharmacological studies of Y4 receptors

Synthesis of skeletally diverse alkaloid-like molecules: Exploitation of metathesis substrates assembled from triplets of building blocks

A range of metathesis substrates was assembled from triplets of unsaturated building blocks. The approach involved the iterative attachment of a propagating and a terminating building block to a fluorous-tagged initiating building block. Metathesis cascade chemistry was used to "reprogram" the molecular scaffolds. Remarkably, in one case, a cyclopropanation reaction competed with the expected metathesis cascade process. Finally, it was demonstrated that the metathesis products could be derivatised to yield the final products. At each stage, purification was facilitated by the presence of a fluorous-tagged protecting group.