58692-70-9

Usage

Chemical Properties

CLEAR COLOURLESS VISCOUS LIQUID

InChI:InChI=1/C10H12O3/c1-13-10(12)7-9(11)8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3/t9-/m1/s1

Upstream product

• 186581-53-3 diazomethane 
• 3480-87-3 3-hydroxy-3-phenylpropanoic acid 
• 40989-96-6 2-phenyl-2,3-dihydropyran-4-one 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 100-52-7 benzaldehyde 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 147732-48-7 (S)-methyl 3-(dimethyl(phenyl)silyl)-3-phenylpropanoate 
• 940-43-2 N-methyl-3-phenylpropanamide 
• 7497-61-2 methyl 3-hydroxy-3-phenylpropionate 
• 77086-38-5 ketene t-butyldimethylsilyl methyl acetal 
• 274684-20-7 methyl (2R,3S)-2-bromo-3-hydroxy-3-phenylpropanoate 
• 67-56-1 methanol 
• 277318-45-3 (2S,3S)-3-Hydroxy-3-phenyl-2-phenylsulfanyl-propionic acid methyl ester 
• 36850-80-3 [(1-methoxyvinyl)oxy]trimethylsilane 

Downstream Products

• 86217-47-2 (R)-3-hydroxy-3-phenyl-propionic acid hydrazide 
• 96853-98-4 C₂₀H₂₀⁽²⁾HNO₄ 
• 96901-43-8 C₉H₇⁽²⁾HN₂O₆ 
• 96853-97-3 C₁₆H₁₄⁽²⁾HNO₂ 
• 96854-36-3 2,2-Dimethyl-propionic acid (R)-3-chloro-3-phenyl-propyl ester 
• 96854-35-2 (3R)-3-hydroxy-3-phenylpropyl pivalate 
• 51293-28-8 (S)-<3-(2)Hl>-3-phenylpropionic acid 
• 96854-37-4 C₉H₁₁⁽²⁾HO 
• 849905-14-2 (R)-5-hydroxy-3-oxo-5-phenyl-pentanoic acid tert-butyl ester 
• 103548-16-9 (R)-3-phenyl-1,3-dihydroxypropane 

Relevant academic research and scientific papers

Planar-chiral ferrocene-based triazolylidene copper complexes: Synthesis, characterization, and catalysis in asymmetric borylation of α,β-unsaturated ester

1,2,3-Triazol-5-ylidenes have recently attracted considerable attention as versatile ligands because of their strong electron-donating properties and structural diversities. While some efforts have been devoted to the development of chiral triazolylidene-

Chiral Nitroarenes as Enantioselective Single-Electron-Transfer Oxidants for Carbene-Catalyzed Radical Reactions

A new class of chiral oxidants is developed. These readily accessible oxidants contain a nitro group for oxidation and a chiral sulfonamide moiety for stereoselectivity control. The chiral information from the oxidants can effectively transfer to the substrates in carbene-catalyzed β-hydroxylation of enals via single-electron-transfer radical processes. We expect these oxidants to find unique applications in other asymmetric oxidations and oxygen-atom-transferring reactions.

Chiral Bicyclic NHC/Cu Complexes for Catalytic Asymmetric Borylation of α,β-Unsaturated Esters

The potential of using chiral bicyclic NHC ligands that exhibit modularity was investigated in the Cu-catalyzed asymmetric borylation reaction of α,β-unsaturated esters. After screening for ligands and optimization of the reaction conditions, the corresponding products were afforded with good enantioselectivities (up to 85% ee).

Iridium-catalyzed asymmetric hydrogenation of β-keto esters with new phenethylamine-derived tridentate P,N,N-ligands

A new class of phenethylamine-derived tridentate P,N,N-ligands has been successfully developed. These ligands exhibited good performance in the Ir-catalyzed asymmetric hydrogenation of β-keto esters, affording the corresponding β-hydroxy esters in moderat

On the basis of the phenethylamine skeleton chiral P, N, N ligand compound and its manufacturing method and application (by machine translation)

The present invention provides a chiral P based on the skeleton of the phenethylamine, N, N ligand compound and its manufacturing method and application, surfactant-ethylamine skeleton chiral P, N, N ligand compound of preparation method is as follows: under the protection of nitrogen, the chiral phenylethylamine - [...] compound with 2 - chloromethyl oxazole oxazoline compounds soluble in the reaction solvent, adding alkali, reflux reaction, filtering, desolvation, column chromatography to obtain the required chiral P, N, N ligand compound. In particular to the β - ketoacid ester compound in asymmetric catalytic hydrogenation reaction. The invention of the phenethylamine skeleton chiral P, N, β - keto ester N ligand can be applied to the asymmetric catalytic hydrogenation reaction, can be high yield and high enantio-selectively for the preparation of chiral β - hydroxy ester. (by machine translation)

Iridium-catalyzed asymmetric hydrogenation of β-keto esters with f-amphox ligands

The iridium-catalyzed asymmetric hydrogenation of β-keto esters with chiral tridentate P,N,N-ligands (f-amphox) has been developed. Under the optimized conditions, a wide range of β-keto esters can be hydrogenated smoothly, affording the corresponding β-hydroxy esters in good to excellent enantioselectivities (up to 95% ee).

Method for preparing chiral beta-hydroxy ester by Ir-catalyzed asymmetric hydrogenation

The invention provides a method for preparing a chiral beta-hydroxy ester compound by Ir-catalyzed asymmetric hydrogenation. The method for preparing the chiral beta-hydroxy ester compound comprises the steps as follows: in a glove box filled with nitrogen, [Ir(COD)Cl]2 and a chiral P, N, N ligand are dissolved in anhydrous methanol, stirring is performed at room temperature for 1 hour, and a Ir catalyst is generated; substrate beta-ketoester and a base additive are added, the mixture is placed in an autoclave and hydrogenated under certain reaction pressure; hydrogen gas is slowly released, separation with a silica gel column is performed after a solvent is removed, and product beta-hydroxy ester is obtained. The reaction for preparing chiral beta-hydroxy ester by Ir-catalyzed asymmetrichydrogenation of beta-ketoester has the advantages that conditions are mild, operation is easy, enantioselectivity of the product is high and the like.

Efficient P-Chiral Biaryl Bisphosphorus Ligands for Palladium-Catalyzed Asymmetric Hydrogenation

A series of structurally novel P-chiral biaryl bisphosphorus ligands L1-L5 (BABIBOPs) are developed, providing high efficiency for the first time in palladium-catalyzed asymmetric hydrogenation of β-aryl and β-alkyl substituted β-keto esters. With the Pd-L3 (iPr-BABIBOP) catalyst, a series of chiral β-hydroxyl carboxylic esters are formed in excellent enantioselectivities (up to>99% ee) and yields at catalyst loading as low as 0.01 mol%.

Biaryl diphosphine ligand as well as preparation method and application thereof

The invention discloses a biaryl diphosphine ligand as well as a preparation method and an application thereof. A biaryl diphosphine ligand compound represented as the formula I in the description ora biaryl diphosphine ligand enantiomer is provided, wherein R is alkyl of C1-C10 or naphthenic base of C3-C30 independently; Ra is hydrogen, alkyl of C1-C10, alkoxy of C1-C4, naphthenic base of C3-C30, halogen, R substituted or unsubstituted phenyl, R substituted or unsubstituted aryl of C10-C30 and R substituted or unsubstituted ceteroary of C4-C15 independently; all R, R and R are halogen, alkyl of C1-C4 or alkoxy of C1-C4 independently. With the adoption of the biaryl diphosphine ligand compound I, a series of chiral beta-hydroxy carboxylates with high optical purity can be effectively prepared through catalyzed synthesis, and the compound is high in economic practicability.

Ir-catalyzed asymmetric hydrogenation of β-keto esters with chiral ferrocenyl P,N,N-ligands

The Ir-catalyzed asymmetric hydrogenation of β-keto esters with chiral ferrocenyl P,N,N-ligands has been developed. Under the optimized conditions, a wide range of β-keto esters were hydrogenated to afford the corresponding β-hydroxy esters in good to excellent enantioselectivities (up to 95% ee).