111505-52-3

Usage

Uses

Used in Plastics Industry:
Tert-Butyl (R)-2-hydroxy-3-phenylpropionate is used as an antioxidant and stabilizer for plastics to prevent degradation and extend the shelf life of plastic products. Its ability to counteract the effects of oxidation ensures that plastics maintain their structural integrity and performance over time.
Used in Adhesives Industry:
In the adhesives industry, Tert-Butyl (R)-2-hydroxy-3-phenylpropionate serves as a crucial stabilizer, enhancing the durability and longevity of adhesive formulations. By protecting against oxidation, it ensures that adhesives maintain their bonding strength and resist degradation from environmental factors.
Used in Lubricants Industry:
Tert-Butyl (R)-2-hydroxy-3-phenylpropionate is utilized as an antioxidant in lubricants to prolong their service life and improve their performance. Its presence in lubricants helps to inhibit oxidation, which can lead to the formation of sludge and other detrimental byproducts, thereby maintaining the efficiency and reducing wear in mechanical systems.
Overall, Tert-Butyl (R)-2-hydroxy-3-phenylpropionate is a versatile compound that plays a significant role across various industries, primarily due to its antioxidant and stabilizing capabilities, which protect materials from the deteriorative effects of oxidation.

InChI:InChI=1/C13H18O3/c1-13(2,3)16-12(15)11(14)9-10-7-5-4-6-8-10/h4-8,11,14H,9H2,1-3H3/t11-/m1/s1

Upstream product

• 828-01-3 D-phenyllactic acid 
• 380886-37-3 D-tert-butyl 2-phthalimid-N-oxy-3-phenylpropanoate 
• 146235-25-8 (2R)-2-acetoxy-3-phenylpropanoic acid 
• 673-06-3 D-(R)-phenylalanine 
• 159990-95-1 3-phenyl-2(R)-acetoxypropionic acid t-butyl ester 
• 1257267-20-1 C₂₃H₃₁NO₅Si 
• 1257267-02-9 (R)-N-(benzyloxycarbonyl)-O-(2-hydroxy-3-phenylpropanoyl)hydroxylamine 
• 75-65-0 tert-butyl alcohol 
• 101617-24-7 (S)-tert-butyl 2-chloropropanoate 
• 111505-49-8 4-Nitro-benzoic acid (R)-1-tert-butoxycarbonyl-2-phenyl-ethyl ester 

Downstream Products

• 174538-89-7 benzyloxycarbonyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester 
• 1445866-76-1 C₁₄H₁₇F₃O₅S 
• 1257267-18-7 1-(R)-(tert-butoxycarbonyl)-2-phenylethyl chloroformate 
• 1316671-14-3 C₃₄H₃₇NO₆ 
• 1316671-16-5 (R)-N-(9-fluorenylmethoxycarbonyl)-(S)-pipecolinylphenyllactic acid 
• 1581723-72-9 (R)-clavatustide B 
• 1602982-13-7 (R)-clavatustide A 
• 174538-96-6 benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxyhydrocinnamic acid t-butyl ester 
• 174538-94-4 benzyloxycarbonyl D-alanyl L-α-hydroxyhydrocinnamyl L-valyl D-α-hydroxy hydrocinnamic acid pentafluorophenyl ester 

Relevant academic research and scientific papers

Hybrid Peptides Based on α-Aminoxy Acids as Antimicrobial and Anticancer Foldamers

α-Aminoxy peptides represent an interesting group of peptidomimetics with high proteolytic stability and the ability to fold into specific, predictable secondary structures. Here, we present a series of hybrid peptides consisting of α-aminoxy acids and α-amino acids with cationic and aromatic, hydrophobic side chains in an alternating manner synthesized using an efficient protocol that combines solution- and solid-phase synthesis. 2D ROESY experiments with a representative hexamer suggested the presence of a 7/8 helical conformation in solution. Biological evaluation revealed a significant impact of the peptide chain length and the N-terminal cap on the antimicrobial and anticancer properties of this series of hybrid peptides. The Fmoc-capped peptide 6e displayed the most potent antimicrobial activity against a panel of Gram-negative and Gram-positive bacterial strains (e. g. against E. Coli: MIC=8 mg/L; S. aureus: MIC=4 mg/L).

Total synthesis of the antifungal depsipeptide petriellin A

We report the solid-phase total synthesis of the antifungal highly modified cyclic depsipeptide petriellin A. The synthesis confirms earlier reports on the absolute configuration of the natural product. The solid-phase approach resulted in a protected lin

Serendipitous discovery of α-hydroxyalkyl esters as β-lactamase substrates

O-(1-Carboxy-1-alkyloxycarbonyl) hydroxamates were found to spontaneously decarboxylate in aqueous neutral buffer to form O-(2-hydroxyalkylcarbonyl) hydroxamates. While the former molecules do not react rapidly with serine β-lactamases, the latter are quite good substrates of representative class A and C, but not D, enzymes, and particularly of a class C enzyme. The enzymes catalyze hydrolysis of these compounds to a mixture of the α-hydroxy acid and hydroxamate. Analogous compounds containing aryloxy leaving groups rather that hydroxamates are also substrates. Structure-activity experiments showed that the α-hydroxyl group was required for any substantial substrate activity. Although both d- and l-α-hydroxy acid derivatives were substrates, the former were preferred. The response of the class C activity to pH and to alternative nucleophiles (methanol and d-phenylalanine) suggested that the same active site functional groups participated in catalysis as for classical substrates. Molecular modeling was employed to explore how the α-hydroxy group might interact with the class C β-lactamase active site. Incorporation of the α-hydroxyalkyl moiety into novel inhibitors will be of considerable interest.

3-Pyrroline-1-carbonyl (Pyroc) group: A removable protecting group for the kinetic resolution of racemic carboxylic acids and alcohols through catalytic asymmetric acylation

The O-3-pyrroline-1-carbonyl (O-Pyroc) group and 3-pyrrolinamide are useful removable protecting groups for the kinetic resolution of racemic α-hydroxycarboxylic acids, β-hydroxycarboxylic acids, 1,2-dicarboxylic acids, and 1,2-diols using the L-histidine

STEREOCONTROLLED SYNTHESIS OF D-α-HYDROXY CARBOXYLIC ACIDS FROM L-AMINO ACIDS

Optically active D-α-hydroxy carboxylic acids are obtained from L-amino acids via L-α-halocarboxylic acids and their stereoselective reaction with cesium p-nitrobenzoate.