76549-04-7

Basic information

• Product Name: (2R,3R)-3-Hydroxy-2-methyl-3-phenylpropanoic acid
• Synonyms: (2R,3R)-3-Hydroxy-2-methyl-3-phenylpropanoic acid;(2R,3R)-2-Methyl-3-hydroxy-3-phenylpropanoic acid;[2R,3R,(+)]-3-Hydroxy-2-methyl-3-phenylpropanoic acid
• CAS NO: 76549-04-7
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.20048
• Mol File: 76549-04-7.mol
• Article Data: 52

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R,3R)-3-Hydroxy-2-methyl-3-phenylpropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-3-Hydroxy-2-methyl-3-phenylpropanoic acid(76549-04-7)
• EPA Substance Registry System: (2R,3R)-3-Hydroxy-2-methyl-3-phenylpropanoic acid(76549-04-7)

Safety Data

• Hazardous Substances Data: 76549-04-7(Hazardous Substances Data)

Upstream product

• 147253-91-6 N-<(2R,3R)-3-hydroxy-2-methyl-3-phenylpropionyl>-(1S,5R,7R)-10,10-dimethyl-3-thioxo-2-aza-4-oxatricyclo<5.2.1.0^1,5>decane 
• 100-52-7 benzaldehyde 
• 802294-64-0 propionic acid 
• 205692-07-5 (2R,3R)-3-Hydroxy-2-methyl-3-phenyl-propionic acid (1R,2S)-2-[methyl-(1,2,3,4,5,6,7,8-octahydro-anthracene-9-sulfonyl)-amino]-1-phenyl-propyl ester 
• 189098-09-7 (2S)ethyl N-[2R,3R-(3-hydroxy-2-methyl-3-phenylpropionyl)]-4,4-dimethylpyroglutamate 
• 917078-70-7 (1R,2R,4S)-1,4-dihydroxy-2-methyl-1-phenyl-3-pentanone 
• 24744-96-5 ethyl 3-hydroxy-2-methyl-3-phenylpropionate 
• 73198-90-0 2',6'-dimethylphenyl (2SR,3RS)-2-methyl-3-hydroxybenzenepropaonate 
• 652155-36-7 (4R,5S,6R)-3,4,5,6-tetrahydro-3-[(2S,3S)-3-hydroxy-2-methyl-3-phenylpropionyl]-4-isopropyl-5-methyl-6-phenyl-2H-1,3,4-oxadiazin-2-one 
• 471243-65-9 (4S,5S,2'R,3'R)-3-(3-hydroxy-2-methyl-3-phenyl-1-oxopropyl)-5-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,3-oxazolidin-2-one 
• 155956-27-7 (2'R,3'R,5R)-(-)-1-(3'-hydroxy-2'-methyl-3'-phenyl-1'-oxopropyl)-3,3,5-trimethyl-2-pyrrolidinone 
• 219783-11-6 (2R,3R,1'S,2'S)-(+)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-3-hydroxy-N,2-dimethyl-3-phenylpropanamide 
• 201301-03-3 (4R,5S)-3-((2R,3R)-3-hydroxy-2-methyl-3-phenylpropionyl)-4,5-diphenyl-2-oxazolidinone 
• 189500-67-2 (3aR,6aS)-3-((2R,3R)-3-Hydroxy-2-methyl-3-phenyl-propionyl)-hexahydro-cyclopentaoxazol-2-one 

Downstream Products

• 101450-38-8 (2RS,3SR)-3-hydroxy-2-methyl-3-phenyl-propionic acid-(2-diethylamino-ethyl ester) 
• 17226-79-8 methyl 3-hydroxy-2-methyl-3-phenylpropanoate 
• 7087-77-6 (1S,2S) /(1R,2R)-2-methyl-1-phenylpropane-1,3-diol 
• 76549-05-8 methyl (2R,3R)-3-hydroxy-2-methyl-3-phenylpropanoate 
• 71155-82-3 3-hydroxy-2-methyl-3-phenylpropan-3-olide 
• 36391-82-9 5r-methyl-6t-phenyl-[1,3]oxazinan-2-one 
• 36393-58-5 anti-3-hydroxy-2-methyl-3-phenylpropanylamine 
• 29478-51-1 (2RS,3SR)-3-hydroxy-2-methyl-3-phenylpropionamide 
• 94199-26-5 (2S,3R)-methyl 3-hydroxy-2-methyl-3-phenylpropionate 
• 76943-97-0 (2SR,3RS)-N-(3-hydroxy-2-methyl-3-phenylpropionyl)pyrrolidine 
• 136312-66-8 (2R,3R)-3-hydroxy-2-methyl-3-phenylpropionic acid benzyl ester 
• 873-66-5 1-propenylbenzene 
• 766-90-5 cis-1-phenyl-1-propylene 
• 71155-82-3 3-methyl-4-phenyl-oxetan-2-one 

Relevant articles and documents

Preparation of new ferrocenylmonophosphine ligands containing two planar chiral ferrocenyl moieties and their use for palladium-catalyzed asymmetric hydrosilylation of 1,3-dienes

Bis{(Rp)-2-[(1S)-1-methoxyethyl]ferrocenyl arylphosphines (S,Rp)-9 (aryl=4-MeOC6H4 (9a), Ph (9b), 4- CF3C6Ha (9c), 3,5-(CF3)2C6H3 (9d)), which contain two planar chiral ferrocenyl moieties, were prepared via (Rp)-1-bromo-2-[(1S)-1-methoxyethyl]ferrocene (S,Rp)-8). Asymmetric hydrosilylation of linear 1,3-dienes such as deca-1,3-diene (10a) with trichlorosilane in the presence of a palladium catalyst coordinated with 9d gave allylic silanes of up to 93% ee.

Asymmetric solution-phase mixture aldol reaction using oligomeric ethylene glycol tagged chiral oxazolidinones

Sorting tags are oligomeric structures that can be used as protecting groups or chiral auxiliaries enabling solution-phase mixture syntheses of multiple tagged compounds in one pot and allowing for facile and predictable chromatographic separation of products at the end of synthetic sequences. Perfluorinated hydrocarbon and oligomeric ethylene glycol (OEG) derivatives are known classes of sorting tags. Herein we describe the preparation of OEGylated chiral oxazolidinones and their use in asymmetric solution-phase mixture aldol reactions. Through the use of such oxazolidinones based on tyrosine four different individually tagged aldol adducts were obtained as a mixture, chromatographically demixed, detagged, and it was shown that these processes gave the desired aldol products in good yield and enantioselectivity.

Anti-Selective enolboration-aldolization of propanoic acid

A systematic examination of enolboration-aldolization of propanoic acid has led to an efficient synthesis of anti-β-hydroxy-α-methyl carboxylic acids in consistently high yields and diastereoselectivities by using B-bromodicyclohexylborane as the enolizat