169106-36-9

Usage

Uses

Used in Pharmaceutical Synthesis:
R-2-Aminododecanoic acid is used as a key intermediate in the synthesis of various pharmaceuticals, leveraging its unique chemical structure to contribute to the development of new drugs.
Used in Industrial Chemical Production:
This amino acid derivative is employed as a component in the production of industrial chemicals, where its properties can enhance the performance or characteristics of the final products.
Used in Surfactant and Detergent Manufacturing:
R-2-Aminododecanoic acid is used as a surfactant in the manufacturing of surfactants and detergents, capitalizing on its ability to lower surface tension and improve the effectiveness of cleaning agents.
Used in Bio-based Polymer Development:
R-2-Aminododecanoic acid serves as a building block in the development of bio-based polymers, contributing to the creation of sustainable and eco-friendly materials.
Used as a Building Block for Organic Compounds:
R-2-Aminododecanoic acid is utilized as a fundamental component in the synthesis of other organic compounds, broadening its applications across various chemical and material science domains.

Upstream product

• 2050-77-3 Iododecane 
• 35237-37-7 2-amino-dodecanoic acid 
• 205385-74-6 2-(2-chloro-acetylamino)-dodecanoic acid 
• 13880-54-1 (+/-)-2-amino-dodecanoic acid amide 
• 634585-78-7 (R)-2-Amino-dodecanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 188070-10-2 (R)-2-(2-Chloro-acetylamino)-dodecanoic acid 
• 13880-54-1 (R)-2-amino-dodecanoic acid amide 

Downstream Products

• 70267-25-3 (R)-2-hydroxy-dodecanoic acid 
• 168965-95-5 benzyl-R-α-hydroxy-n-dodecanoate 
• 168965-96-6 (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester 
• 1027301-74-1 (S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester 

Relevant academic research and scientific papers

The synthesis of some chiral 2-aminoalkyloxazole-4-carboxylates from isoxazol-5(2H)-ones

Ethyl 4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate can be N-acylated by a number of natural and synthetic phthalimidylamino acids in the presence of carbodiimides. The N-acyiated products form the corresponding oxazoles smoothly when irradiated at 300 nm in acetone. Removal of the phthalimido protecting group then gives 2-aminoalkyloxazole-4-carboxylate esters in good overall yields, and without significant racemization at any step.

Clarification of the binding mode of teleocidin and benzolactams to the Cys2 domain of protein kinase Cδ by synthesis of hydrophobically modified, teleocidin-mimicking benzolactams and computational docking simulation

Phorbol esters (12-O-tetradecanoylphorbol 13-acetate; TPA) and teleocidins are known to be potent tumor promoters and to activate protein kinase C (PKC) by binding competitively to the enzyme. The relationship between the chemical structures and the activities of these compounds has attracted much attention because of the marked structural dissimilarities. The benzolactam 5, with an eight-membered lactam ring and benzene ring instead of the nine-membered lactam ring and indole ring of teleocidins, reproduces the active ring conformation and biological activities of teleocidins. Herein we describe the synthesis of benzolactams with hydrophobic substituents at various positions. Structure-activity data indicate that the existence of a hydrophobic region between C-2 and C-9 and the steric factor at C-8 play critical roles in the appearance of biological activities. We also computationally simulated the docking of teleocidin and the modified benzolactam molecules to the Cys2 domain structure observed in the crystalline complex of PKCδ with phorbol 13-acetate. Teleocidin and benzolactams fitted well into the same cavity as phorbol 13-acetate. Of the three functional groups hydrogenbonding to the protein, two hydrogen-bonded with protein atoms in common with phorbol 13-acetate, but the third one hydrogen-bonded with a different protein atom from that in the case of phorbol 13-acetate. The model explains well the remarkable difference in activity between 5 and its analogue having a bulky substituent at C-8.

Role of the hydrophobic moiety of tumor promoters. Synthesis and activity of benzolactams with alkyl substituents at various positions

We synthesized benzolactams with hydrophobic substituents at various positions as analogs of (-)-benzolactam-V8-310 ((-)-BL-V8-310, 1) which reproduces the active conformation and biological activity of teleocidins. Structure-activity data indicate that the existence of a hydrophobic region between C-2 and C-9, and the steric factor at C-8 play critical roles in the appearance of biological activities.