17226-79-8

Basic information

• Product Name: threo-2-methyl 3-hydroxy 3-phenylpropanoic methyl ester
• CAS NO: 17226-79-8
• Molecular Weight: 194.23
• Mol File: 17226-79-8.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(17226-79-8)
• EPA Substance Registry System: threo-2-methyl 3-hydroxy 3-phenylpropanoic methyl ester(17226-79-8)

Safety Data

• Hazardous Substances Data: 17226-79-8(Hazardous Substances Data)

Upstream product

• 5634-52-6 1,1-dimethoxy-propene 
• 100-52-7 benzaldehyde 
• 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 
• 72658-09-4 (E)-(1-methoxyprop-1-enyloxy)trimethylsilane 
• 554-12-1 propanoic acid methyl ester 
• 292638-85-8 acrylic acid methyl ester 
• 57956-45-3 Methyl 2-Methyl-3-phenyl-3-(trimethylsiloxy)propionate 
• 89337-61-1 tert-butyl((1-methoxyprop-1-en-1-yl)oxy)dimethylsilane 
• 34880-70-1 [1-methoxyprop-1-enyloxy]trimethylsilane 
• 18020-59-2 methyl 3-hydroxy-2-methylidene-3-phenylpropionate 
• 110164-86-8 (4S,5R)-3-Bromo-4-methyl-5-phenyl-4,5-dihydro-isoxazole 
• 94198-90-0 (CO)5Cr(C(OCH₃)CH(CH₃)CH(C₆H₅)OH) 

Downstream Products

• 29393-16-6 methyl 2-methyl-3-phenylpropionate 
• 36482-33-4 (2RS,3SR)-3-hydroxy-2-methyl-3-phenyl-propionic acid hydrazide 
• 94199-26-5 (2S,3R)-methyl 3-hydroxy-2-methyl-3-phenylpropionate 
• 36041-80-2 (2R,3S)-methyl 3-hydroxy-2-methyl-3-phenylpropanoate 

Relevant articles and documents

Visible-Light-Driven, Metal-Free Divergent Difunctionalization of Alkenes Using Alkyl Formates

In recent decades, difunctionalization of alkenes has received considerable attention as an efficient and straightforward way to increase molecular complexity. However, examples of the difunctionalization of alkenes initiated by the intermolecular addition of alkoxycarbonyl radicals providing substituted alkanoates are still rare. Herein, we present the visible light-driven metal-free divergent difunctionalization of alkenes triggered by the intermolecular addition of alkoxycarbonyl radicals under ambient conditions. Employing alkyl formates as precursors of alkoxycarbonyl radicals and 4CzIPN as the photocatalyst, a variety of substituted alkanoates, including β-alkoxy, β-hydroxy, β-dimethoxymethoxy, and β-formyloxy alkanoates, could be facilely accessed with high functional group tolerance and high efficiency. Moreover, the mechanism study revealed that β-hydroxy alkanoates were generated by a selective decomposition of orthoformates promoted by the N-alkoxyazinium salt.

Polymer-supported PPh3 as a reusable organocatalyst for the Mukaiyama aldol and Mannich reaction

An easily accessible and user-friendly polymer-supported phosphine PS-PPh3 catalyzes the aldol reaction of aldehydes and imines. A broad range of aldehydes and imines could be applied under mild conditions using 5-10 mol% PS-PPh3. PS-PPh3 was easily recovered and reused with minimal loss of activity. This journal is the Partner Organisations 2014.

Regio-and enantioselective bioreduction of methyleneketoesters using both polymeric resin and cellulose matrix

Methyleneketoesters were prepared in >90% yield by performing an IBX oxidation of Morita-Baylis-Hillman adducts. A methodology was developed to achieve methyl 3-aryl-3-keto-2-methylenepropanoate reduction using a screening of yeast strains in three different reaction procedures to obtain products with both high yield and diastereoselectivity. The reactions conducted in water provided inferior yields (50%) for substrates 2b-c. Employing Amberlite XAD7HP which was a substrate reservoir that also immediately extracted the products from the reaction medium after their formation, syn-4a-c and anti-4a-c were isolated in 60-70% yield, with high stereoselectivity (98-99% ee). The best results were obtained using substrates adsorbed on filter paper which provided products yields above 70%, a 99% ee and a diastereomoeric ratio (syn-4: anti-4) 9:1. Cellulose matrix has excellent potential to be successfully employed in general biocatalytic reactions.