144371-23-3

Basic information

• Product Name: (S)-2-(2-NAPHTHYL)GLYCOLIC ACID
• Synonyms: (S)-2-(2-NAPHTHYL)GLYCOLIC ACID;(S)-2-(2-NAPHTHYL)GLYCOLIC
• CAS NO: 144371-23-3
• Molecular Formula: C₁₂H₁₀O₃
• Molecular Weight: 202.21
• Mol File: 144371-23-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 428.9±25.0 °C(Predicted)
• Appearance: /
• Density: 1.354±0.06 g/cm3(Predicted)
• PKA: 3.42±0.30(Predicted)
• CAS DataBase Reference: (S)-2-(2-NAPHTHYL)GLYCOLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(2-NAPHTHYL)GLYCOLIC ACID(144371-23-3)
• EPA Substance Registry System: (S)-2-(2-NAPHTHYL)GLYCOLIC ACID(144371-23-3)

Safety Data

• Hazardous Substances Data: 144371-23-3(Hazardous Substances Data)

Usage

General Description

(S)-2-(2-Naphthyl)glycolic Acid is a chemical compound traditionally known for its usage in the field of organic synthesis. It falls under the category of organic compounds known as naphthalenes, which contain a naphthalene moiety, a polycyclic aromatic hydrocarbon made up of two fused benzene rings. The "(S)" notation in its name refers to its stereochemistry, indicating that it has a specific spatial arrangement of atoms. The properties of this chemical, including its density, boiling point, molecular weight, and others, are determined by its particular molecular structure.

Upstream product

• 14289-44-2 (RS)-2-naphthylglycolic acid 
• 14289-45-3 2-(naphthalen-2-yl)-2-oxoacetic acid 
• 170166-53-7 methyl 2'-naphthoylformate 
• 580-13-2 2-bromonaphthalene 
• 62-76-0 sodium oxalate 
• 66-99-9 β-naphthaldehyde 
• 20862-03-7 2-naphthyl cyanohydrin 
• 93-08-3 methyl 2-naphthyl ketone 
• 91395-22-1 2,2-dichloro-1-(naphthalen-2-yl)ethan-1-one 

Relevant articles and documents

Oxalyl-CoA Decarboxylase Enables Nucleophilic One-Carbon Extension of Aldehydes to Chiral α-Hydroxy Acids

The synthesis of complex molecules from simple, renewable carbon units is the goal of a sustainable economy. Here we explored the biocatalytic potential of the thiamine-diphosphate-dependent (ThDP) oxalyl-CoA decarboxylase (OXC)/2-hydroxyacyl-CoA lyase (HACL) superfamily that naturally catalyzes the shortening of acyl-CoA thioester substrates through the release of the C1-unit formyl-CoA. We show that the OXC/HACL superfamily contains promiscuous members that can be reversed to perform nucleophilic C1-extensions of various aldehydes to yield the corresponding 2-hydroxyacyl-CoA thioesters. We improved the catalytic properties of Methylorubrum extorquens OXC by rational enzyme engineering and combined it with two newly described enzymes—a specific oxalyl-CoA synthetase and a 2-hydroxyacyl-CoA thioesterase. This enzymatic cascade enabled continuous conversion of oxalate and aromatic aldehydes into valuable (S)-α-hydroxy acids with enantiomeric excess up to 99 %.

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.

Direct asymmetric hydrogenation of α-keto acids by using the highly efficient chiral spiro iridium catalysts

A new efficient and highly enantioselective direct asymmetric hydrogenation of α-keto acids employing the Ir/SpiroPAP catalyst under mild reaction conditions has been developed. This method might be feasible for the preparation of a series of chiral α-hydroxy acids on a large scale.