22146-57-2

Basic information

• Product Name: (R)-Trimethyllactic acid
• Synonyms: (R)-(-)-3,3-Dimethyl-2-hydroxybutyric acid;(R)-2-Hydroxy-3,3-dimethylbutanoic acid;(R)-Trimethyllactic acid;(2R)-2-Hydroxy-3,3-dimethylbutanoic acid;[R,(-)]-2-Hydroxy-3,3-dimethylbutyric acid
• CAS NO: 22146-57-2
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.16
• Mol File: 22146-57-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 242 ºC
• Flash Point: 115 ºC
• Appearance: /
• Density: 1.100
• Vapor Pressure: 0.00583mmHg at 25°C
• Refractive Index: 1.459
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-Trimethyllactic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-Trimethyllactic acid(22146-57-2)
• EPA Substance Registry System: (R)-Trimethyllactic acid(22146-57-2)

Safety Data

• Hazardous Substances Data: 22146-57-2(Hazardous Substances Data)

Usage

General Description

"(R)-Trimethyllactic acid, also known as LACTIC ACID, TRIMETHYL-, (R)-, is a chemical compound with the formula C6H12O3. It has a molecular weight of 132.16 g/mol. This chemical is characterized as an organic compound belonging to the class of organic compounds known as alpha hydroxy acids and derivatives. These are compounds containing an aldehyde substituted with a hydroxyl group on the adjacent carbon. It exists as a colorless liquid and has a slight vinegar-like odor. It is primarily used in chemical and pharmaceutical applications.

InChI:InChI=1/C6H12O3/c1-6(2,3)4(7)5(8)9/h4,7H,1-3H3,(H,8,9)/t4-/m0/s1

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 20859-02-3 L-tert-Leucine 
• 815-17-8 trimethylpyruvic acid 
• 30263-65-1 1,1-dibromo-3,3-dimethylbutan-2-one 
• 346424-16-6 (2R)-ethyl 2-hydroxy-3,3-dimethylbutanoate 
• 5333-74-4 ethyl 3,3-dimethyl-2-oxobutanoate 
• 26782-71-8 D-tert-leucine 

Downstream Products

• 486394-64-3 [4-Chloro-2-({[(S)-1-((R)-2-hydroxy-3,3-dimethyl-butyryl)-azetidine-2-carbonyl]-amino}-methyl)-benzyl]-carbamic acid tert-butyl ester 
• 439117-45-0 [4-Chloro-2-({[(S)-1-((R)-2-hydroxy-3,3-dimethyl-butyryl)-pyrrolidine-2-carbonyl]-amino}-methyl)-benzyl]-carbamic acid tert-butyl ester 
• 885722-42-9 (R)-benzyl (3,3-dimethyl-2-hydroxybutanoate) 
• 885722-44-1 (R,R)-phthalic acid bis(1-vhlorocarbonyl-2,2-dimethyl-propyl) ester 
• 885722-58-7 (R,R)-phthalic acid bis(1-carboxy-2,2-dimethyl-propyl) ester 
• 885722-43-0 (R,R)-phthalic acid bis(1-benzyloxycarbonyl-2,2-dimethyl-propyl) ester 
• 885722-52-1 (R,R)-phthalic acid bis{1-[3-(diphenyl-phosphinoyl)-2-iodo-phenoxycarbonyl]-2,2-dimethylpropyl} ester 
• 885722-53-2 (R,R)-phthalic acid bis{1-[3-(diphenyl-phosphinoyl)-2-iodo-4-methoxy-phenoxycarbonyl]-2,2-dimethylpropyl} ester 
• 885722-55-4 (R,R)-phthalic acid bis{1-[3-(diphenyl-phosphinoyl)-2-iodo-4-phenyl-phenoxycarbonyl]-2,2-dimethylpropyl} ester 
• 885722-54-3 (R,R)-phthalic acid bis{1-[3-(diphenyl-phosphinoyl)-2-iodo-4-p-tolyloxy-phenoxycarbonyl]-2,2-dimethylpropyl} ester 
• 885722-56-5 (R,R)-phthalic acid bis{1-[3-(diphenyl-phosphinoyl)-2-iodo-4-mesityl-phenoxycarbonyl]-2,2-dimethylpropyl} ester 
• 1462904-26-2 C₂₀H₃₀ClN₃O₃*C₂HF₃O₂ 
• 1462904-32-0 C₁₉H₂₈ClN₃O₄*C₂HF₃O₂ 
• 1462904-34-2 C₁₉H₂₈ClN₃O₃S*C₂HF₃O₂ 

Relevant articles and documents

Asymmetric hydrogenation reaction of alpha-ketoacids compound

The invention relates to the technical field of organic chemistry, especially to an asymmetric hydrogenation reaction of an alpha-ketoacids compound. The asymmetric hydrogenation reaction comprises a scheme shown in the description. In the scheme, R1 is phenyl, substituted phenyl, naphthyl, substituted naphthyl, C1-C6 alkyl, or aralkyl; a substituent group is C1-C6 alkyl, C1-C6 alkoxy, or halogen; and the number of the substituent group is 1-3. In the scheme, M is a chiral spiro-pyridylamino phosphine ligand iridium complex having a structure shown in the description. In the structure, R is hydrogen, 3-methyl, 4-tBu, or 6-methyl.

Reaction intermediate analogues as bisubstrate inhibitors of pantothenate synthetase

The biosynthesis of pantothenate, the core of coenzyme A (CoA), has been considered an attractive target for the development of antimicrobial agents since this pathway is essential in prokaryotes, but absent in mammals. Pantothenate synthetase, encoded by the gene panC, catalyzes the final condensation of pantoic acid with β-alanine to afford pantothenate via an intermediate pantoyl adenylate. We describe the synthesis and biochemical characterization of five PanC inhibitors that mimic the intermediate pantoyl adenylate. These inhibitors are competitive inhibitors with respect to pantoic acid and possess submicromolar to micromolar inhibition constants. The observed SAR is rationalized through molecular docking studies based on the reported co-crystal structure of 1a with PanC. Finally, whole cell activity is assessed against wild-type Mtb as well as a PanC knockdown strain where PanC is depleted to less than 5% of wild-type levels.

N-heterocyclic bicyclic lactone compounds

Novel N-heterocyclic bicyclic lactone compounds of formula I and its novel hydroxyamide precursors of formula IV, are synthesized by coupling a hydroxy acid of formula II with an ester of formula III or a pharmaceutically acceptable salt thereof, in the presence of a peptide coupling reagent to produce a hydroxyamide of formula IV, and cyclizing the hydroxyamide of formula IV to produce compounds of formula 1.