21641-92-9

Basic information

• Product Name: (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid
• Synonyms: (S)-(-)-2-HYDROXY-3,3-DIMETHYLBUTYRIC ACID;(S)-(-)-2-HYDROXY-TERT-BUTYLACETIC ACID ;(2S)-2-Hydroxy-3,3-dimethylbutyric acid;(S)-2-Hydroxy-3,3-dimethylbutanoic acid;(S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid 97%;(2S)-2-Hydroxy-3,3-dimethylbutanoic acid
• CAS NO: 21641-92-9
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.16
• Product Categories: Carboxylic Acids;Chiral Building Blocks;Organic Building Blocks
• Mol File: 21641-92-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 48-50 °C(lit.)
• Boiling Point: 242.4oCat760mmHg
• Flash Point: 114.6oC
• Appearance: /
• Density: 1.1g/cm³
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.459
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.91±0.27(Predicted)
• CAS DataBase Reference: (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid(21641-92-9)
• EPA Substance Registry System: (S)-(-)-2-Hydroxy-3,3-dimethylbutyric acid(21641-92-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 21641-92-9(Hazardous Substances Data)

Usage

Uses

Building block for chiral tert-butyl substituted α-lactams, diols, and α-hydroxyketones.

InChI:InChI=1/C6H12O3/c1-6(2,3)4(7)5(8)9/h4,7H,1-3H3,(H,8,9)/t4-/m1/s1

Upstream product

• 20859-02-3 L-tert-Leucine 
• 815-17-8 trimethylpyruvic acid 
• 446246-12-4 (1R,2S,6R,7S)-5-[(1R,2S)-2-hydroxy-3,3-dimethyl-1-(phenylsulfanyl)butyl]-1,10,10-trimethyl-3-oxa-5-azatricyclo[5.2.1.0^2,6]decan-4-one 
• 446246-15-7 (1R,2S,6R,7S)-1,10,10-trimethyl-5-[(1R)-2-oxo-3,3-dimethyl-1-(phenylsulfanyl)butyl]-3-oxa-5-azatricyclo[5.2.1.0^2,6]decan-4-one 
• 630-19-3 pivalaldehyde 
• 370066-57-2 (S)-2-Hydroxy-3,3-dimethyl-butyraldehyde 
• 30263-65-1 1,1-dibromo-3,3-dimethylbutan-2-one 
• 75-97-8 3,3-dimethyl-butan-2-one 

Downstream Products

• 637777-45-8 (2S)-1-[(2S)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]-3,3-dimethyl-1-oxobutan-2-ol 
• 133673-62-8 4-methyl-benzenesulfonic acid [(2S)-2-hydroxy-3,3-dimethyl-butyl]ester 
• 1472103-93-7 2-cyclopropyl-N-[(3R)-3-hydroxy-4,4-dimethyl-pentyl]-6-methyl-4-morpholin-4-yl-benzamide 
• 858130-55-9 (3R)-1-amino-4,4-dimethyl-pentan-3-ol 
• 1262129-79-2 7-(4-chlorophenyl)-2-((S)-2-hydroxy-3,3-dimethylbutyryl)-1,3,4,5,10,11a-hexahydro-2H-2,4a,10-triazadibenzo[a,d]cyclohepten-11-one 
• 133006-37-8 (-)-(3S,5S,6S)-8-(benzyloxy)-6-hydroxy-2,2,5-trimethyl-3-<(trimethylsilyl)oxy>-4-octanone 
• 133006-41-4 (+)-(1R,2S,4S)-4-<(tert-butyldimethylsilyl)oxy>-1-hydroxy-1-phenyl-2,5,5-trimethyl-3-hexanone 
• 131532-16-6 (1S,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-2,5,5-trimethyl-1-phenyl-hexan-3-one 
• 72507-44-9 (1R,2S,4R)-1-Hydroxy-2,5,5-trimethyl-1-phenyl-4-trimethylsilanyloxy-hexan-3-one 
• 72507-44-9 (1R,2S,4S)-1-Hydroxy-2,5,5-trimethyl-1-phenyl-4-trimethylsilanyloxy-hexan-3-one 
• 72507-44-9 (-)-(1S,2S,4S)-1-hydroxy-1-phenyl-2,5,5-trimethyl-4-<(trimethylsilyl)oxy>-3-hexanone 
• 72507-44-9 (-)-(1R,2R,4S)-1-hydroxy-1-phenyl-2,5,5-trimethyl-4-<(trimethylsilyl)oxy>-3-hexanone 
• 133006-40-3 (-)-(1S,2R,4S)-1-hydroxy-1-phenyl-2,5,5-trimethyl-4-<(trimethylsilyl)oxy>-3-hexanone 

Relevant articles and documents

Enantioseparation of racemic organic ammonium perchlorates by a silica gel bound optically active di-tert-butylpyridino-18-crown-6 ligand

Both enantiomers of the novel chiral di-tert-butylpyridino-18-crown-6 ligand (R,R)-7 and (S,S)-7 containing an allyloxy group on the pyridine subcyclic unit were prepared by the reaction of 4-allyloxy-2,6-pyridinedimethyl ditosylate 9 and the enantiomers of di-tert-butyl-substituted tetraethylene glycol (R,R)-8 and (S,S)-8 in the presence of a strong base. One of them, (R,R)-7, was covalently attached to silica gel, and this chiral stationary phase (CSP) separated four selected racemic organic ammonium perchlorates into their enantiomers by column chromatography.

Readily Accessible 1,2-Amino Ether Ligands for Enantioselective Intramolecular Carbolithiation

A new class of chiral 1,2-amino ether ligands, readily accessible from naturally occurring α-amino- or α-hydroxy acids, was found to provide high levels of both conversion and stereocontrol (up to 95:5 er) in intramolecular carbolithiation reactions, outperforming the benchmark ligand (?)-sparteine. The ligand could be used in a substoichiometric amount (0.25 equiv) without significant loss of enantioselectivity.

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.