95592-75-9

Basic information

• Product Name: Pentanedioic acid, 3-phenyl-, MonoMethyl ester
• Synonyms: Pentanedioic acid, 3-phenyl-, MonoMethyl ester;5-methoxy-5-oxo-3-phenylpentanoic acid
• CAS NO: 95592-75-9
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.23716
• Mol File: 95592-75-9.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pentanedioic acid, 3-phenyl-, MonoMethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Pentanedioic acid, 3-phenyl-, MonoMethyl ester(95592-75-9)
• EPA Substance Registry System: Pentanedioic acid, 3-phenyl-, MonoMethyl ester(95592-75-9)

Safety Data

• Hazardous Substances Data: 95592-75-9(Hazardous Substances Data)

Upstream product

• 116-11-0 2-Methoxypropene 
• 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 
• 19006-47-4 dimethyl 3-phenylpentanedioate 
• 67-56-1 methanol 
• 4160-80-9 3-phenylglutaric acid anhydride 
• 4165-96-2 3-phenylglutaric acid 
• 100-52-7 benzaldehyde 
• 936735-54-5 C₁₉H₂₀O₄ 

Downstream Products

• 61198-49-0 (S)-4-phenyltetrahydro-2H-pyran-2-one 
• 19006-47-4 dimethyl 3-phenylpentanedioate 
• 145207-48-3 (S)-3-Phenyl-pentanedioic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester methyl ester 
• 71302-21-1 (4R)-4-phenyltetrahydro-2H-pyran-2-one 

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

Effect of Site-Specific Peptide-Tag Labeling on the Biocatalytic Properties of Thermoalkalophilic Lipase from Geobacillus thermocatenulatus

Tailor-made peptides were investigated for site-specific tag labeling of Geobacillus thermocatenulatus lipase (GTL). GTL was first genetically modified by introducing a unique cysteine on the lid site of the enzyme to produce two variants (GTLσ-A193C and GTLσ-S196C). Chemical modification was performed by using a small library of cysteine-containing peptides. The synthesized peptide–lipase biocatalysts were highly stable, more active, more specific, and more selective toward different substrates than unmodified GTL. Very high enzyme thermostability of GTLσ-A193C modified with peptides Ac-Cys-Phe-Gly-Phe-Gly-Phe-CONH2 (1) and Ac-Cys-Phe-Phe-CONH2 (2) (>95 % activity after 24 h at 60 °C) was observed. The incorporation of 1 and 2 in GTLσ-S196C improved its catalytic activity in the hydrolysis of p-nitrophenyl butyrate by factors of three and greater than five, respectively. The specificity for short-chain versus long-chain esters was also strongly improved. The diacylglycerol activity of GTLσ-S196C was enhanced more than tenfold by the incorporation of 1 and more than threefold by modification of this variant with Ac-Cys-(Arg)7-CONH2 (6) in the hydrolysis of 1-stearoyl-2-arachidonoyl-sn-glycerol. The enantioselectivity of GTLσ-S196C increased for all formed bioconjugates, and the GTLσ-S196C–1 conjugate was the most active and selective in the hydrolysis of dimethylphenyl glutarate at pH 7 (72 % ee), also showing an inversion in the enzyme enantiopreference.

Development of Bifunctional Thiourea Organocatalysts Derived from a Chloramphenicol Base Scaffold and their Use in the Enantioselective Alcoholysis of meso Cyclic Anhydrides

The synthesis of new chloramphenicol-base-derived thiourea organocatalysts, (1S,2R)-12 a–f and (1R,2R)-15 a–c, and their use in the enantioselective alcoholysis of meso-anhydrides are described. In particular, hemiesters afforded excellent enantioselectivities if low loadings of (1S,2R)-12 a–f were used. Almost no enantioselectivities were achieved with the use of (1R,2R)-15 a–c. This technique was used to synthesize (R)-(?)-baclofen.