20714-89-0

Basic information

• Product Name: (R)-4-METHOXYMANDELIC ACID
• Synonyms: (R)-4-METHOXYMANDELIC ACID;RARECHEM AL BO 1449;D-4-methoxymandelic acid;(R)-2-Hydroxy-2-(4-methoxyphenyl)acetic acid
• CAS NO: 20714-89-0
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.17
• Mol File: 20714-89-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 102-104 °C
• Boiling Point: 370.361 °C at 760 mmHg
• Flash Point: 152.648 °C
• Appearance: /
• Density: 1.309
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.43±0.10(Predicted)
• CAS DataBase Reference: (R)-4-METHOXYMANDELIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-METHOXYMANDELIC ACID(20714-89-0)
• EPA Substance Registry System: (R)-4-METHOXYMANDELIC ACID(20714-89-0)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 20714-89-0(Hazardous Substances Data)

Usage

Chemical Properties

White crystal

Upstream product

• 20714-90-3 4-Methoxymandelic acid 
• 13305-14-1 methyl 2-hydroxy-2-(4-methoxyphenyl)acetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 32174-38-2 methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate 
• 7099-91-4 p-methoxybenzoylformic acid 
• 33173-35-2 acetoxy-(4-methoxy-phenyl)-acetic acid 
• 108-05-4 vinyl acetate 

Downstream Products

• 32174-38-2 methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate 

Relevant articles and documents

Highly Efficient Deracemization of Racemic 2-Hydroxy Acids in a Three-Enzyme Co-Expression System Using a Novel Ketoacid Reductase

Enantiopure 2-hydroxy acids (2-HAs) are important intermediates for the synthesis of pharmaceuticals and fine chemicals. Deracemization of racemic 2-HAs into the corresponding single enantiomers represents an economical and highly efficient approach for synthesizing chiral 2-HAs in industry. In this work, a novel ketoacid reductase from Leuconostoc lactis (LlKAR) with higher activity and substrate tolerance towards aromatic α-ketoacids was discovered by genome mining, and then its enzymatic properties were characterized. Accordingly, an engineered Escherichia coli (HADH-LlKAR-GDH) co-expressing 2-hydroxyacid dehydrogenase, LlKAR, and glucose dehydrogenase was constructed for efficient deracemization of racemic 2-HAs. Most of the racemic 2-HAs were deracemized to their (R)-isomers at high yields and enantiomeric purity. In the case of racemic 2-chloromandelic acid, as much as 300 mM of substrate was completely transformed into the optically pure (R)-2-chloromandelic acid (> 99% enantiomeric excess) with a high productivity of 83.8 g L?1 day?1 without addition of exogenous cofactor, which make this novel whole-cell biocatalyst more promising and competitive in practical application.

Resolving synthetic method for paramethoxymandelic acid

The present invention relates to a resolving synthetic method for paramethoxymandelic acid. The method comprises the following steps of: by taking chiral alpha-phenylethylamine acid as a resolving agent, carrying out a salt forming reaction on the paramet

Highly enantioselective hydrogenation of aryl vinyl ketones to allylic alcohols catalyzed by the tol-binap/Dmapen ruthenium(II) complex

(Chemical Equation Presented) Binap catalyst doesn't dmapen expectations: In basified 2-propanol, [RuCl2{(S)-tol-binap}{(R)-dmapen}] (1, see picture, Ar=4-CH3C6H4) catalyzes the highly enantioselective hydrogenation of a series of aryl vinyl ketones and affords the allylic alcohols in high yields with up to 98% ee. Formation of the saturated ketones and alcohols is suppressed with triphenylphosphine when necessary.