140863-09-8

Basic information

• Product Name: Pentanedioic acid, 3-phenyl-, monoethyl ester, (3R)- (9CI)
• Synonyms: Pentanedioic acid, 3-phenyl-, monoethyl ester, (3R)- (9CI)
• CAS NO: 140863-09-8
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.26374
• Product Categories: ACIDHALIDE
• Mol File: 140863-09-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pentanedioic acid, 3-phenyl-, monoethyl ester, (3R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanedioic acid, 3-phenyl-, monoethyl ester, (3R)- (9CI)(140863-09-8)
• EPA Substance Registry System: Pentanedioic acid, 3-phenyl-, monoethyl ester, (3R)- (9CI)(140863-09-8)

Safety Data

• Hazardous Substances Data: 140863-09-8(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 4165-96-2 3-phenylglutaric acid 
• 4160-80-9 3-phenylglutaric acid anhydride 
• 64-17-5 ethanol 
• 2678-54-8 ketene diethyl acetal 
• 145207-45-0 (R)-3-(4-Methoxy-phenyl)-4,6-dioxo-2-phenyl-5-[1-phenyl-meth-(Z)-ylidene]-[1,3]oxazinane-2-carboxylic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester 
• 136850-54-9 (6S,7S,10R)-7-Isopropyl-5-(4-methoxy-phenyl)-10-methyl-3-[1-phenyl-meth-(Z)-ylidene]-1-oxa-5-aza-spiro[5.5]undecane-2,4-dione 

Relevant articles and documents

Synthesis of chiral fluorides by sequential organocatalyzed desymmetrization of glutaric anhydrides and photoredox-catalyzed decarboxylic fluorination

We have developed an efficient method for the preparation of chiral fluorinated compounds by sequential organocatalyzed desymmetrization of 3-substituted glutaric anhydrides and photoredox-catalyzed decarboxylic fluorination. Chiral fluorides can be prepa

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The enantioselective enzymatic desymmetrization (EED) of various 3-arylglutaric anhydrides 1 with alcohols in organic media has been studied. The effect of the solvent on the stereochemical outcome of the reaction was investigated in detail. The amount of biocatalyst was optimized, and the possibility of its re-use was tested. The first example of the EED of 3-substituted glutaric anhydrides with esters as nucleophiles is reported.

Enzymatic desymmetrization of 3-arylglutaric acid anhydrides

Optically active (R)- and (S)-3-arylglutaric acid monoesters 3 were synthesized in quantitative yields and good stereoselectivities by lipase-catalyzed desymmetrization of the corresponding 3-arylglutaric anhydrides 2 with alcohols. It was observed that the stereochemical outcome of the reaction was influenced by the substituents present on the aromatic ring. The influence of the enzyme, alcohol, and solvent was systematically examined. Absolute configurations of the monoesters 3 were assigned by chemical correlation to corresponding lactones 4.

One-pot enzymatic desymmetrization and Ugi MCR

A new approach to the synthesis of chiral peptidomimetics is reported. It combines an enzymatic desymmetrization of 3-phenylglutaric anhydrides with a subsequent Ugi multi-component reaction in a one-pot, two-step procedure. NMR and CD spectroscopy was used to assign the configurations of obtained products. Our synthetic method is very efficient and it can easily be extended to other types of multi-component reactions and can be used for the preparation of chiral peptidomimetic libraries.

l-Menthyl (2S)-2-phenyl-3-(p-anisyl)-(5Z)-benzylidene-4,6-dioxo-1,3-oxazine-2-ca rboxylate: A new chiral heterodiene and Michael acceptor

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A series of (Z)-5-arylmethylene-1,3-oxazine-4,6-diones was synthesized in enantiomerically pure form and found to serve as the attractive alternatives of 6-arylmethylene-1,4-oxazepane-5,7-diones.