353506-65-7

Basic information

• Product Name: methyl 3-(4-fluorophenyl)-3-hydroxy-2-methylenepropanoate
• Synonyms: methyl 3-(4-fluorophenyl)-3-hydroxy-2-methylenepropanoate
• CAS NO: 353506-65-7
• Molecular Weight: 210.205
• Mol File: 353506-65-7.mol

Chemical Properties

• CAS DataBase Reference: methyl 3-(4-fluorophenyl)-3-hydroxy-2-methylenepropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-(4-fluorophenyl)-3-hydroxy-2-methylenepropanoate(353506-65-7)
• EPA Substance Registry System: methyl 3-(4-fluorophenyl)-3-hydroxy-2-methylenepropanoate(353506-65-7)

Safety Data

• Hazardous Substances Data: 353506-65-7(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 459-57-4 4-fluorobenzaldehyde 
• 922-67-8 propynoic acid methyl ester 
• 1132641-31-6 methyl 2-(((tertbutoxycarbonyl)oxy)(4-fluorophenyl)methyl)acrylate 
• 5445-17-0 Methyl 2-bromopropionate 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 847653-89-8 methyl (Z)-2-chloromethyl-3-(4-fluorophenyl)prop-2-enoate 
• 265299-13-6 methyl 2-(acetoxy(4-fluorophenyl)methyl)acrylate 
• 1070901-70-0 C₁₈H₁₅FO₄ 
• 1044735-87-6 C₂₂H₂₅FO₄Si 
• 1193377-60-4 2-(4-fluorobenzoyl)-2-methoxycarbonyloxirane 
• 1227670-21-4 6-[(4-fluorophenyl)hydroxymethyl]-5,6-dihydro-8H-benzo[4,5]imidazo[1,2-a]pyrimidin-7-one 
• 1072836-48-6 C₁₉H₁₅FO₂ 

Relevant articles and documents

Decarboxylative Organocatalytic Allylic Amination of Morita–Baylis–Hillman Carbamates

The present study reports the organocatalytic enantioselective allylic amination of Morita–Baylis–Hillman carbamates efficiently catalyzed by a chiral amine in the presence of a Br?nsted acid. Chiral allylic amines were produced in high yields (up to 98 %) and enantioselectivities (up to 97 % ee). This method provides an efficient and easily performed route to prepare α-methylene-β-lactams, and other optically active β-lactams, such as the cholesterol-lowering drug Ezetimibe.

Phosphine-Catalyzed [3 + 2] Annulation of Morita-Baylis-Hillman Carbonates with Isoxazole-Based Alkenes

A phosphine-catalyzed [3 + 2] annulation of Morita-Baylis-Hillman (MBH) carbonates with 3-methyl-4-nitro-5-styrylisoxazoles has been developed to afford various multifunctional isoxazoles in moderate to good yields with moderate to excellent diastereoselectivities. With a spirocyclic chiral phosphine as the catalyst, up to 89% ee was obtained.

Ligand-Dependent Regiodivergent Enantioselective Allylic Alkylations of α-Trifluoromethylated Ketones

The asymmetric introduction of the CF3 unit is a powerful tool for modifying pharmacokinetic properties and slowing metabolic degradation in medicinal chemistry. A catalytic and enantioselective addition of α-CF3 enolates allows for expeditious access to

Phosphine-catalyzed [3+2] cycloaddition of Morita—Baylis—Hillman carbonates to isothiocyanates in the synthesis of adamantane-containing trisubstituted aminothiophenes

An addition of the Morita—Baylis—Hillman (MBH) carbonates to adamantane-containing isothiocyanates was studied. The MBH carbonates react with 1-(4-isothiocyanatophenyl)-adamantane in the presence of triphenylphosphine to give 5-aryl-substituted adamantane

Enantioselective Lewis base catalyzed phosphonyldifluoromethylation of allylic fluorides using a: C -silyl latent pronucleophile

The first enantioselective phosphonyldifluoromethylation is enabled by the use of diethyl (difluoro(trimethylsilyl)-methyl)phosphonate reagent as a latent pronucleophile in the Lewis base catalyzed substitution of allylic fluorides. The reaction proceeds

Synthesis of β-Lactams via Enantioselective Allylation of Anilines with Morita-Baylis-Hillman Carbonates

Enantioenriched β-lactams are accessed via enantioselective allylation of anilines with Morita-Baylis-Hillman carbonates followed by a base-promoted cyclization. The resulting 3-methyleneazetidin-2-ones are amenable to diastereoselective functionalization

Regioselective dehydroxytrifluoromethylthiolation of allylic and propargylic alcohols with AgSCF3

The reaction of easily available Morita–Baylis–Hillman (MBH) alcohols with AgSCF3 in the presence of n-Bu4NI and KI affords primary allylic SCF3 products in high yields and excellent regioselectivities. This regioselective dehydroxytrifluoromethylthiolation protocol could also be extended to propargylic alcohols for the preparation of the primary propargylic SCF3 products.

Direct Activation of Unmodified Morita-Baylis-Hillman Alcohols through Phosphine Catalysis for Rapid Construction of Three-Dimensional Heterocyclic Compounds

The phosphine-catalyzed tandem annulation reaction of Morita-Baylis-Hillman (MBH) alcohols with azomethine imines has been achieved for the synthesis of biologically important (epoxymethano)-pyrazolo[5,1-b]quinazoline derivatives. A variety of MBH alcohol

Enantioselective dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman carbonates

The phosphine-catalyzed asymmetric dearomative [3+2] cycloaddition of 2-nitrobenzofurans with aldehyde-derived Morita-Baylis-Hillman (MBH) carbonates or allenoate was developed. The reaction with MBH carbonates resulted in a series of cyclopentabenzofurans containing three contiguous stereocenters with good to high yields, diastereoselectivities and enantioselectivities. The use of allenoate also gave the target product with moderate enantioselectivity.

A chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction through a kinetic resolution of MBH alcohols: Highly enantioselective synthesis of three-dimensional heterocyclic compounds

In this communication, a chiral squaramide-catalyzed asymmetric dearomative tandem annulation reaction of unmodified Morita-Baylis-Hillman alcohols with azomethine imines has been achieved through a kinetic resolution of MBH alcohols under mild conditions