14366-89-3

Basic information

• Product Name: threo-2-methyl 3-hydroxy 3-phenylpropanoic methyl ester
• CAS NO: 14366-89-3
• Molecular Weight: 194.23
• Mol File: 14366-89-3.mol
• Article Data: 85

Chemical Properties

• CAS DataBase Reference: threo-2-methyl 3-hydroxy 3-phenylpropanoic methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: threo-2-methyl 3-hydroxy 3-phenylpropanoic methyl ester(14366-89-3)
• EPA Substance Registry System: threo-2-methyl 3-hydroxy 3-phenylpropanoic methyl ester(14366-89-3)

Safety Data

• Hazardous Substances Data: 14366-89-3(Hazardous Substances Data)

Upstream product

• 5634-52-6 1,1-dimethoxy-propene 
• 100-52-7 benzaldehyde 
• 34880-70-1 [1-methoxyprop-1-enyloxy]trimethylsilane 
• 18020-59-2 methyl 3-hydroxy-2-methylidene-3-phenylpropionate 
• 32742-19-1 methyl 2-benzoylpropionate 
• 5445-17-0 Methyl 2-bromopropionate 
• 20047-41-0 (2R)-methyl 2-bromopropionate 
• 554-12-1 propanoic acid methyl ester 
• 14366-86-0 (2RS, 3SR)-3-hydroxy-2-methyl-3-phenylpropanoic acid 
• 37612-61-6 1-(3,5-dimethyl-1H-pyrazol-1-yl)propan-1-one 
• 292638-85-8 acrylic acid methyl ester 
• 17639-93-9 2-chloro-propionic acid methyl ester 
• 124-41-4 sodium methylate 
• 99210-94-3 (R)-3-((2R,3S)-3-Hydroxy-2-methyl-3-phenyl-propionyl)-4-methyl-5-phenyl-oxazolidin-2-one 

Downstream Products

• 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 
• 81136-08-5 2-methyl-3-phenylpropanoyl chloride 
• 1009-67-2 2-methyl-3-phenylpropanoic acid 
• 17496-14-9 2,3-dihydro-2-methyl-1H-inden-1-one 
• 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 

Relevant articles and documents

The Chemistry of Enoxysilacyclobutanes: Highly Selective, Uncatalyzed Aldol Additions

O-(Silacyclobutyl)ketene acetals derived from esters, thiol esters, and amides reacted with a variety of aldehydes at room temperature without the need for catalysts.The O,O-ketene acetal of E-configuration reacted rapidly to afford the syn aldol products with high diastereoselectivity (93/7 - 99/1).

CHIRAL INDUCTION IN THE CYCLOCONDENSATION OF ALDEHYDES WITH SILOXYDIENES

Eu(hfc)3 catalyzes the title reaction with substantial asymmetric induction.

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.

Asymmetric reductive aldol-type reaction with carbonyl compounds using dialkyl tartrate as a chiral ligand

An asymmetric reductive aldol-type reaction of α,β-unsaturated esters with carbonyl compounds using Rh catalyst and Et2Zn was investigated. A chiral zinc complex from α,β-unsaturated ester was easily generated as the key intermediate from Et2Zn and Wilkin