68844-05-3

Basic information

• Product Name: (S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone
• Synonyms: (4S)-4-Phenyl-4,5-dihydrofuran-2(3H)-one;(4S)-4β-Phenyltetrahydrofuran-2-one;(S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone;(S)-4,5-Dihydro-4-phenyl-2(3H)-furanone;(S)-4β-Phenyl-4,5-dihydro-2(3H)-furanone;4β-Phenyl-4,5-dihydrofuran-2(3H)-one
• CAS NO: 68844-05-3
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 0
• Mol File: 68844-05-3.mol
• Article Data: 76

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone(68844-05-3)
• EPA Substance Registry System: (S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone(68844-05-3)

Safety Data

• Hazardous Substances Data: 68844-05-3(Hazardous Substances Data)

Usage

Description

(S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone is a chiral lactone derivative of (S)-3-phenyl-4-hydroxybutyric acid, characterized by its unique stereochemistry. This chemical compound is recognized for its potential in the pharmaceutical industry, particularly in the synthesis of chiral drugs and biologically active compounds.

Uses

Used in Pharmaceutical Industry:
(S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone is used as a key intermediate for the synthesis of chiral drugs and other biologically active compounds, leveraging its chiral properties to create pharmaceuticals with specific therapeutic effects.
Used in Cardiovascular and Central Nervous System Disorders:
In the development of new pharmaceuticals, (S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone is used as a precursor for compounds targeting cardiovascular and central nervous system disorders, potentially leading to novel treatments for these conditions.
Used in Antioxidant and Anticancer Research:
(S)-3-Phenyl-4-hydroxybutyric acid 1,4-lactone is also used as a subject of study for its potential antioxidant and anticancer properties, making it a compound of interest for further research and development in the fields of cancer therapy and oxidative stress management.

Upstream product

• 135211-20-0 (-)-(R,S)-4-Hydroxy-3-phenyl-N-(1-phenylethyl)butanamide 
• 52784-31-3 3-Phenylcyclobutanone 
• 1575-47-9 4-phenyl-5H-furan-2-one 
• 497-23-4 2-buten-4-olide 
• 98-80-6 phenylboronic acid 
• 28557-00-8 phenylzinc chloride 
• 1131-15-3 2-phenylsuccinic anhydride 
• 2243-35-8 2-acetoxyacetophenone 
• 1008-73-7 4-phenyldihydrofuran-2(3H)-one 
• 93503-12-9 4-acetoxy-3-phenylbutanoic acid ethyl ester 
• 532-27-4 1-chloroacetophenone 
• 100-42-5 styrene 
• 13866-28-9 2,2-dichloro-3-phenylcyclobutanone 
• 85217-69-2 cinnamyl methyl carbonate 

Downstream Products

• 133056-58-3 (+)-(R,1S,3R)-N-<2-<2-(4,5-Dimethoxy-2-methyl-1-naphthyl)-3,5-dimethoxyphenyl>-1-methylethyl>-4-hydroxy-3-phenylbutanamide 
• 133056-58-3 (+)-(R,1R,3R)-N-<2-<2-(4,5-Dimethoxy-2-methyl-1-naphthyl)-3,5-dimethoxyphenyl>-1-methylethyl>-4-hydroxy-3-phenylbutanamide 
• 133056-58-3 (-)-(S,1S,3S)-N-<2-<2-(4,5-Dimethoxy-2-methyl-1-naphthyl)-3,5-dimethoxyphenyl>-1-methylethyl>-4-hydroxy-3-phenylbutanamide 
• 133056-58-3 (-)-(S,1R,3S)-N-<2-<2-(4,5-Dimethoxy-2-methyl-1-naphthyl)3,5-dimethoxyphenyl>-1-methylethyl>-4-hydroxy-3-phenylbutanamide 
• 5352-72-7 (+)-(R)-5-oxotetrahydro-3-furancarboxylic acid 

Relevant articles and documents

Chiral Synthesis of 3-Substituted and 3,3-Disubstituted γ-Butyrolactones by Enantioselective Deprotonation Strategy

Chiral synthesis of 3-substituted and 3,3-disubstituted γ-butyrolactones was achieved by employing an enantioselctive deprotonation of the corresponding cyclobutanone derivatives with chiral bases as a key reaction.

Asymmetric Conjugate Addition of Chiral Secondary Borylalkyl Copper Species

We report the diastereo- and enantioselective conjugate addition of chiral secondary borylalkyl copper species derived from borylalkenes in situ to α,β-unsaturated diesters. In the presence of a chiral bisphosphine-ligated CuH catalyst, the conjugate addition provides a direct access to enantioenriched alkylboron compounds containing two contiguous carbon stereogenic centers in good yield with high diastereo- and enantioselectivity (up to >98:2 dr, >99:1 er) by assembling readily available starting alkenyl reagents in a single operation without using preformed organometallic reagents or chiral auxiliaries. The resulting products were used in various organic transformations. The utility of the synthetic approach was highlighted by the synthesis of (?)-phaseolinic acid.

Investigation of a New Type I Baeyer–Villiger Monooxygenase from Amycolatopsis thermoflava Revealed High Thermodynamic but Limited Kinetic Stability

Baeyer–Villiger monooxygenases (BVMOs) are remarkable biocatalysts, but, due to their low stability, their application in industry is hampered. Thus, there is a high demand to expand on the diversity and increase the stability of this class of enzyme. Sta

Phosphothreonine (pThr)-Based Multifunctional Peptide Catalysis for Asymmetric Baeyer-Villiger Oxidations of Cyclobutanones

Biologically inspired phosphothreonine (pThr)-embedded peptides that function as chiral Br?nsted acid catalysts for enantioselective Baeyer-Villiger oxidations (BV) of cyclobutanones with aqueous H2O2 are reported herein. Complementa