124980-98-9

Basic information

• Product Name: Methyl (R)-3-(4-Fluorophenyl)-2-hydroxypropionate
• Synonyms: Methyl (R)-3-(4-Fluorophenyl)-2-hydroxypropionate;(αR)-4-Fluoro-α-hydroxy-benzenepropanoic Acid Methyl Ester;-Methyl 3-(4-fluorophenyl);Methyl (R)-3-(4-Fluorophenyl)-2-Hydroxypropionate(WX618499)
• CAS NO: 124980-98-9
• Molecular Formula: C₁₀H₁₁FO₃
• Molecular Weight: 198
• Mol File: 124980-98-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 291.708 °C at 760 mmHg
• Flash Point: 130.221 °C
• Appearance: /
• Density: 1.232 g/cm³
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: 12.67±0.20(Predicted)
• CAS DataBase Reference: Methyl (R)-3-(4-Fluorophenyl)-2-hydroxypropionate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl (R)-3-(4-Fluorophenyl)-2-hydroxypropionate(124980-98-9)
• EPA Substance Registry System: Methyl (R)-3-(4-Fluorophenyl)-2-hydroxypropionate(124980-98-9)

Safety Data

• Hazardous Substances Data: 124980-98-9(Hazardous Substances Data)

Usage

Chemical Properties

Oil

Uses

Methyl (R)-3-(4-Fluorophenyl)-2-hydroxypropionate is a reactant used in the preparation of antipicornaviral agents, rhinovirus protease inhibitors and agents for treatment of chemokine mediated diseases.

Upstream product

• 67-56-1 methanol 
• 459-57-4 4-fluorobenzaldehyde 
• 124980-94-5 (2R)-3-(4-fluorophenyl)-2-hydroxypropanoic acid 
• 4538-50-5 methyl (2R)-glycidate 
• 352-13-6 4-flourophenylmagnesium bromide 

Downstream Products

• 328273-04-7 (2R)-3-(4-Fluorophenyl)-2-trifluoromethane-sulfonyloxypropionic Acid Methyl Ester 
• 921204-93-5 (αS)-methyl 4-[[4-(3,4-dichlorophenoxy)-1-piperidinyl]methyl]-α-((4-fluorophenyl)methyl)-1-piperidineacetate 
• 921204-92-4 (R)-3-(4-fluorophenyl)-2-(4-nitrobenzenesulfonyloxy)propionic acid methyl ester 
• 223526-67-8 (2R,5S)-5-(tert-butoxycarbonylamino)-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanic acid 
• 862414-84-4 allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate 
• 862414-82-2 allyl (2R,5S)-5-(tert-butoxycarbonyl)amino-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoate 
• 328273-02-5 (2R,5S)-methyl 5-(benzyloxycarbonylamino)-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoate 
• 862414-80-0 (2R,5S)-methyl 5-(tert-butoxycarbonylamino)-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoate 
• 328086-55-1 (2R,5S)-2-(4-Fluoro-benzyl)-6-methyl-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-4-oxo-heptanoic acid 

Relevant articles and documents

Organocatalytic synthesis of optically active aryllactic acid derivatives from β-ketosulfoxides

The organocatalytic synthesis of new α-acyloxy-3-arylpropionic thioesters has been accomplished providing some enantioenriched important aryllactic acid derivatives in good yield and enantioselectivities.

Development of a continuous enzymatic process for the preparation of (R)-3-(4-fluorophenyl)-2-hydroxy propionic acid

While many methods have been reported for the synthesis of chiral 2-hydroxy acids, few of them have proven to be reliable toward the synthesis of the title compound in terms of overall yield and enantioselectivity. Herein we describe a continuous enzymatic process for an efficient synthesis of (R)-3-(4-fluorophenyl)-2-hydroxy propionic acid at multikilogram scale with a high space-time yield (560 g/(L·d)) using a membrane reactor. The product was generated in excellent enantiomeric excess (ee > 99.9%) and good overall yield (68-72%).