1196988-57-4

Basic information

• Product Name: (S)-iso-propyl α-hydroxy-α-(2-chlorophenyl)acetate
• Synonyms: (S)-iso-propyl α-hydroxy-α-(2-chlorophenyl)acetate
• CAS NO: 1196988-57-4
• Molecular Weight: 228.675
• Mol File: 1196988-57-4.mol

Chemical Properties

• CAS DataBase Reference: (S)-iso-propyl α-hydroxy-α-(2-chlorophenyl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-iso-propyl α-hydroxy-α-(2-chlorophenyl)acetate(1196988-57-4)
• EPA Substance Registry System: (S)-iso-propyl α-hydroxy-α-(2-chlorophenyl)acetate(1196988-57-4)

Safety Data

• Hazardous Substances Data: 1196988-57-4(Hazardous Substances Data)

Upstream product

• 3900-89-8 2-Chlorobenzeneboronic acid 
• 924-53-8 isopropyl glyoxalate 
• 62123-77-7 isopropyl-2-(2-chlorophenyl)-2-oxoacetate 
• 62123-75-5 ethyl 2-(2-chlorophenyl)-2-oxoacetate 
• 26118-14-9 o-chlorobenzoylformic acid 
• 100126-95-2 isopropyl 2-(2-chlorophenyl)-2-hydroxyacetate 

Relevant articles and documents

A rapid and green approach to chiral α-hydroxy esters: asymmetric transfer hydrogenation (ATH) of α-keto esters in water by use of surfactants

A series of α-hydroxy esters were rapidly prepared (1.5 h) from α-keto esters via asymmetric transfer hydrogenation (ATH) in water by the use of surfactants for the first time. This green method, catalyzed by a water-soluble and recyclable Ru(II) complex, gave moderate to high enantioselectivities (up to 99.7% ee) with DTAB as an additive and HCOONa as the hydrogen source.

Rhodium-Catalyzed Asymmetric Addition of Arylboronic Acids to Glyoxylates: Access to Optically Active Substituted Mandelic Acid Esters

A rhodium-catalyzed enantioselective addition of glyoxylates to arylboronic acids promoted by a simple chiral sulfinamide-based olefin ligand under mild reaction conditions is described. The reaction provides access to a variety of optically active substituted mandelic acid esters in good yields with up to 83percent ee. The catalytic system is also applicable to pyruvate addition. The synthetic utility of this method is highlighted by a formal synthesis of the antiplatelet drug clopidogrel.

Catalytic asymmetric Meerwein-Ponndorf-Verley reduction of glyoxylates induced by a chiral N,N′-dioxide/Y(OTf)3 complex

An asymmetric Meerwein-Ponndorf-Verley (MPV) reduction of glyoxylates was for the first time accomplished via an N,N′-dioxide/Y(OTf)3 complex with aluminium alkoxide and molecular sieves (MSs) as crucial additives. A variety of optically active α-hydroxyesters were obtained with excellent results. A possible reaction mechanism was proposed based on the experiments.

Enantio- and chemoselective Br?nsted-acid/Mg(nBu) 2 catalysed reduction of α-keto esters with catecholborane

The first enantio- and chemoselective Br?nsted-acid catalysed reduction of α-keto esters with catecholborane has been developed. The α-hydroxy esters were obtained under mild reaction conditions in virtually quantitative yields and excellent enantioselectivities. With slight modifications both enantiomers can be obtained without any loss of selectivity. This journal is the Partner Organisations 2014.

Simply air: Vanadium-catalyzed oxidative kinetic resolution of methyl o-chloromandelate by ambient air

Vanadium-catalyzed oxidative kinetic resolution (OKR) of methyl o-chloromandelate 2a, key intermediate of the well-known oral antiplatelet agent (S)-clopidogrel, was achieved by ambient air for the first time. The air oxidation system, which was composed of vanadium and tridentate Schiff base ligands derived from amino alcohols and salicylaldehyde derivatives, afforded an efficient and economic approach to the target intermediate with high enantioselectivities (>99% ee).