76549-03-6

Basic information

• Product Name: methyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoate
• Synonyms: methyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoate
• CAS NO: 76549-03-6
• Molecular Weight: 194.23
• Mol File: 76549-03-6.mol
• Article Data: 116

Chemical Properties

• CAS DataBase Reference: methyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoate(76549-03-6)
• EPA Substance Registry System: methyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoate(76549-03-6)

Safety Data

• Hazardous Substances Data: 76549-03-6(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 23985-58-2 3-hydroxy-2-methyl-3-phenyl-propionic acid 
• 76549-02-5 (-)-(2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoic acid 
• 100-52-7 benzaldehyde 
• 133616-08-7 (4S)-4-<(3-methyl-3H-imidazol-4-yl)methyl>-3-propionyl-2-oxazolidinone 
• 133616-09-8 (4S)-4-<(1-methyl-1H-imidazol-4-yl)methyl>-3-propionyl-2-oxazolidinone 
• 802294-64-0 propionic acid 
• 90080-22-1 ((Z)-(R)-1-Methyl-but-2-enyloxymethyl)-benzene 
• 292638-85-8 acrylic acid methyl ester 
• 110164-95-9 3-Methoxy-4-methyl-5-phenyl-4,5-dihydro-isoxazole 
• 17639-93-9 2-chloro-propionic acid methyl ester 
• 5445-17-0 Methyl 2-bromopropionate 
• 554-12-1 propanoic acid methyl ester 
• 89337-61-1 tert-butyl((1-methoxyprop-1-en-1-yl)oxy)dimethylsilane 

Downstream Products

• 357933-30-3 (4R,5S)-4-methyl-5-phenyldihydrofuran-2(3H)-one 
• 94199-26-5 (2S,3R)-methyl 3-hydroxy-2-methyl-3-phenylpropionate 
• 36041-80-2 (2R,3S)-methyl 3-hydroxy-2-methyl-3-phenylpropanoate 
• 36391-82-9 5r-methyl-6t-phenyl-[1,3]oxazinan-2-one 
• 36393-58-5 anti-3-hydroxy-2-methyl-3-phenylpropanylamine 
• 117642-31-6 3-(1-ethoxyethoxy)-2-methyl-3-phenylpropan-1-ol 
• 117642-34-9 3-(1-ethoxyethoxy)-2-methyl-3-phenylpropan-1-al 
• 117642-44-1 3,4,5,6-tetrahydro-4-hydroxy-3,3,5-trimethyl-6-phenyl-2-pyrone 
• 117642-28-1 (2S,3R)-3-(1-Ethoxy-ethoxy)-2-methyl-3-phenyl-propionic acid methyl ester 
• 64869-25-6 syn-3-hydroxy-2-methyl-3-phenylpropanoic acid 
• 14366-86-0 (2RS, 3SR)-3-hydroxy-2-methyl-3-phenylpropanoic acid 
• 29478-51-1 (2RS,3SR)-3-hydroxy-2-methyl-3-phenylpropionamide 
• 36482-33-4 (2RS,3SR)-3-hydroxy-2-methyl-3-phenyl-propionic acid hydrazide 

Relevant articles and documents

Chemistry of Enoxysilacyclobutanes. 3. Uncatalyzed, Syn-Selective, Asymmetric Aldol Additions

Asymmetrically modified S,O-(alkoxysilacyclobutyl)ketene acetals derived from methane thiol esters reacted with aromatic aldehydes at low temperature to afford, after desilylation, the corresponding β-hydroxythiol ester aldolates in high enantiomeric excess (91-94percent ee).

Fe-Catalyzed Anaerobic Mukaiyama-Type Hydration of Alkenes using Nitroarenes

Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama-type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe-catalyzed anaerobic Markovnikov-selective hydration of alkenes using nitroarenes as oxygenation reagents is reported. The nitro moiety is not well explored in radical chemistry and nitroarenes are known to suppress free radical processes. Our findings show the potential of cheap nitroarenes as oxygen donors in radical transformations. Secondary and tertiary alcohols were prepared with excellent Markovnikov-selectivity. The method features large functional group tolerance and is also applicable for late-stage chemical functionalization. The anaerobic protocol outperforms existing hydration methodology in terms of reaction efficiency and selectivity.

Synthesis of γ-Lactones via the kowalski homologation reaction: Protecting-group-free divergent total syntheses of eupomatilones-2,5,6, and 3- epi-eupomatilone-6

A highly efficient synthesis of functionalized chiral γ-butyrolactone scaffolds has been described. The basis of the approach is the Kowalski ester homologation that is modified for our proposed transformation. The newly developed methodology combines a d