37505-07-0

Basic information

• Product Name: (S)-2-HYDROXY-2-METHYLBUTYRIC ACID
• Synonyms: (S)-2-HYDROXY-2-METHYLBUTYRIC ACID;(2S)-2-Hydroxy-2-methylbutanoic acid;(2S)-2-Hydroxy-2-methylbutyric acid
• CAS NO: 37505-07-0
• Molecular Formula: C₅H₁₀O₃
• Molecular Weight: 118.13
• Mol File: 37505-07-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 237.6 °C at 760 mmHg
• Flash Point: 111.8 °C
• Appearance: /
• Density: 1.144 g/cm³
• CAS DataBase Reference: (S)-2-HYDROXY-2-METHYLBUTYRIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-HYDROXY-2-METHYLBUTYRIC ACID(37505-07-0)
• EPA Substance Registry System: (S)-2-HYDROXY-2-METHYLBUTYRIC ACID(37505-07-0)

Safety Data

• Hazardous Substances Data: 37505-07-0(Hazardous Substances Data)

Usage

Uses

(2S)-2-Hydroxy-2-methylbutanoic Acid is a useful building block for organic synthesis.

Upstream product

• 3739-30-8 2-hydroxy-2-methylbutyric acid 
• 130478-73-8 (S)-5-Ethyl-5-methyl-3-((S)-1-phenyl-ethyl)-oxazolidin-4-one 
• 128549-18-8 (S)-2-Benzyloxy-2-methyl-butyric acid 
• 107365-39-9 (S)-2-tert-Butoxy-N-((S)-1-methoxymethyl-2,2-dimethyl-propyl)-2,N-dimethyl-butyramide 
• 107365-50-4 (S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-((S)-1-methoxymethyl-2-methyl-propyl)-2-methyl-butyramide 
• 74-90-8 hydrogen cyanide 
• 78-93-3 butanone 
• 508-67-8 germerine 
• 691359-47-4 (S)-2-hydroxy-2-methyl-4-(phenylthio)butanoic acid 
• 552888-23-0 (S)-3-hydroxytetrahydrothiophene-3-carboxylic acid 
• 691890-02-5 (S)-2-hydroxy-2-methyl-4-phenylthiobutyronitrile 
• 128549-11-1 2-Benzyloxy-2-methyl-butyric acid methyl ester 
• 130478-67-0 (E)-2-Methyl-but-2-enoic acid ((S)-1-phenyl-ethyl)-amide 
• 130478-69-2 (E)-2-Methyl-but-2-enoic acid hydroxymethyl-((S)-1-phenyl-ethyl)-amide 

Downstream Products

• 587832-08-4 benzyl (S)-(+)-2-hydroxy-2-methylbutanoate 
• 857665-62-4 (S)-benzyl 2-[(diphenylphosphino)oxy]-2-methylbutyrate 
• 499140-47-5 (S)-5-ethyl-4-hydroxy-5-methyl-3-(1-methylethoxy)-3-oxolen-2-one 
• 455878-42-9 (S)-2-hydroxy-2-methyl-1-[4-(methylthio)phenyl]butan-1-one 
• 499140-48-6 (S)-5-ethyl-5-methyl-3-(1-methylethoxy)-4-(4-(methylthio)phenyl)-3-oxolen-2-one 
• 455878-43-0 (S)-1-ethyl-1-methyl-2-[(4-methylthio)phenyl]-2-oxoethyl 2-(1-methylethoxy)acetate 
• 189954-93-6 (S)-5-ethyl-5-methyl-3-(1-methylethoxy)-4-[(4-methylsulfonyl)phenyl]-3-oxolen-2-one 
• 455878-44-1 (S)-1-ethyl-1-methyl-2-[(4-methylsulfonyl)phenyl]-2-oxoethyl 2-(1-methylethoxy)acetate 

Relevant articles and documents

UTILISATION DES ALCOXYTRIALKYLALUMINATES EN SYNTHESE ASYMETRIQUE: SYNTHESE DE L'ACIDE HYDROXY-2, METHYL-2 BUTANOIQUE ENANTIOMERIQUEMENT ENRICHI EN R OU S

The reaction of LiAlEt3OR* with (-)-menthyl pyruvate (R*OH = (-)-N-methylephedrine) and with (+)-menthyl pyruvate (R*OH = (+)-N-methylephedrine) in hexane/ether as solvent produces the corresponding 2-hydroxy-2-methylbutan

Stereoselective biocatalytic synthesis of (S)-2-hydroxy-2-methylbutyric acid via substrate engineering by using "thio-disguised" precursors and oxynitrilase catalysis

3-Tetrahydrothiophenone (4) and 4-phenylthiobutan-2-one (7) were used as masked 2-butanone equivalents to give the corresponding cyanohydrins 5 (79% yield, 91% ee) and 8 (95% yield, 96% ee) in an enzymatic cyanohydrin reaction applying the hydroxynitrile

Practical enantioselective synthesis of a COX-2 specific inhibitor

Two synthetic strategies to the COX-2 specific inhibitor 1 have been described that allowed its preparation in large quantities in 79% overall yield from (S)-2-hydroxy-2-methylbutyric acid. These studies have led to the identification of an efficient resolution of (±)-2-hydroxy-2-methylbutyric acid and a novel thionyl chloride aided formation of amide 11 from acid 6.