3275-37-4

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-2-METHYLPENTANOIC ACID is used as an active pharmaceutical ingredient for its potential therapeutic applications in the treatment of various diseases, including cancer and neurological disorders. Its unique structure and properties make it a promising candidate for the development of new drugs and therapies.
Used in Food Additive Industry:
2-AMINO-2-METHYLPENTANOIC ACID is used as a food additive to enhance the nutritional value and improve the taste and texture of food products. Its presence in certain food items can contribute to the overall amino acid profile, supporting protein synthesis and metabolic processes.
Used in Cosmetic Products:
2-AMINO-2-METHYLPENTANOIC ACID is used as a key ingredient in cosmetic products for its potential benefits in skin health and rejuvenation. Its incorporation into skincare formulations can help improve skin elasticity, reduce the appearance of fine lines and wrinkles, and promote a more youthful complexion.
Used in Athletic Performance Enhancement:
2-AMINO-2-METHYLPENTANOIC ACID is used as a supplement to enhance athletic performance and support muscle growth. Its role in protein synthesis and metabolic regulation can contribute to increased strength, endurance, and muscle recovery in athletes.
However, it is essential to note that excessive consumption of 2-AMINO-2-METHYLPENTANOIC ACID may lead to negative health effects, such as neurotoxicity and inhibition of protein synthesis. Therefore, it is crucial to maintain a balanced intake and adhere to recommended dosages to ensure optimal benefits and avoid potential risks.

InChI:InChI=1/C6H13NO2/c1-3-4-6(2,7)5(8)9/h3-4,7H2,1-2H3,(H,8,9)/t6-/m0/s1

Upstream product

• 1204593-75-8 (3S,6S)-1,4-N,N-[(S)-phenylethyl]-3,6-dipropyl-3,6-dimethylpiperazine-2,5-dione 
• 1266681-12-2 (3S,5aR,6aS,7aS)-5,5a,6,6a,7,7a-hexahydro-3,6,6,7a-tetramethyl-3-propylbicyclo[4.1.0]hept-1⁽⁶⁾eno[3,4-b][1,4]oxazin-2(3H)-one 
• 134279-42-8 (1R,3R,4S)-8-phenyl-p-menthan-3-yl 2'-benzyloxycarbonylamino-2'-methylpentanoate 
• 122778-29-4 (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen propylmalonate 
• 123463-77-4 (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen allyl(methyl)malonate 
• 123463-76-3 (1R,3R,4S)-8-phenyl-p-menthan-3-yl hydrogen methyl(propyl)malonate 
• 134279-43-9 (1R,3R,4S)-8-phenyl-p-menthan-3-yl (2'S)-2'-amino-2'-methylpentanoate 

Downstream Products

• 87974-75-2 (S)-α-methylnorvaline methyl ester 

Relevant academic research and scientific papers

Asymmetric synthesis of α-methyl-α-amino acids via diastereoselective alkylation of (1s)-(+)-3-carene derived tricyclic iminolactone

A novel carene-based alanine-equivalent tricyclic iminolactone 16 has been synthesized via stereoselective dihydroxylation of the double bond, IBX oxidation of the secondary alcohol, esterification of the tertiary alcohol, deprotection of the resulting ester, and subsequent cyclization from commercially available (1S)-(+)-3-carene in 79% overall yield. The iminolactone 16 demonstrated high reactivity toward alkylation with a wide range of electrophiles at room temperature under phasetransfer catalysis conditions. The alkylated products were produced with excellent diastereoselectivities (>98% de) in good isolated yields (86-94%). High yields (83-91%) of optically pure (S)-R-methyl-R-substituted-R-amino acids were obtained by basic hydrolysis of the dialkylated iminolactones with the recovery of the chiral auxiliary 15 (78-87%).

(S)-α-methyl,α-amino acids: A new stereocontrolled synthesis

A new and convenient stereocontrolled synthesis of the optically pure (S)-α-methyl,α-amino acids 6(a-d) that exploits the chiral synthon 1,4-N,N-[(S)-1-phenylethyl]-piperazine-2,5-dione (1) is described. The (S)-1-phenylethyl group, bonded to each of the N-atoms of the 2,5-diketopiperazine, acts as a chiral inductor in the first alkylation, while the steric hindrance appears to be the determining factor of stereocontrol in third and forth alkylation.

Stereoselective Alkylation of Dianions derived from Chiral Half-Esters of Monosubstituted Malonic Acids: Asymmetric Synthesis of α-Alkyl α-Amino Acids and Key Synthetic Intermediates for Hunteria and Aspidosperma Indole Alkaloids

Substitution of the chiral half-esters of monosubstituted malonic acids with halides leads to the formations of mixtures of the diastereomeric alkyl- or benzyl-malonic half-esters.The (R)-isomers (13A and 15A-22A) were obtained from the phenylmenthyl half-ester 14 of methylmalonic acid in high diastereoisomeric excess.The same stereoisomers were also produced by reaction of the half-esters 9, 23 and 24 with methyl iodide.Their absolute configurations were determined by transforming the major products into the known α-alkyl α-amino acid derivatives 30, 33 and 35.The major product 43, prepared by allylation of the half-ester 9, was converted into two lactones 41 and 42, key intermediates for synthesis of indole alkaloids of the Hunteria and Aspidosperma types.The mechanism of the above alkylation is discussed.