33998-26-4

Basic information

• Product Name: CHOLESTEROL PHENYLACETATE
• Synonyms: CHOLESTERYL PHENYLACETATE;CHOLESTEROL PHENYLACETATE;3BETA-HYDROXY-5-CHOLESTENE 3-PHENYLACETATE;5-CHOLESTEN-3BETA-OL 3-PHENYLACETATE;PHENYLACETIC ACID CHOLESTEROL ESTER;cholesteryl phenylacetate 98%;cholest-5-en-3beta-yl phenylacetate;3β-hydroxy-5-cholestene 3-phenyl acetate
• CAS NO: 33998-26-4
• Molecular Formula: C₃₅H₅₂O₂
• Molecular Weight: 504.79
• EINECS: 251-781-1
• Product Categories: Cholesteryl Compounds (Liquid Crystals);Functional Materials;Liquid Crystals & Related Compounds
• Mol File: 33998-26-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 575.6°Cat760mmHg
• Flash Point: 300.4°C
• Appearance: /
• Density: 1.03g/cm³
• Vapor Pressure: 2.97E-13mmHg at 25°C
• Refractive Index: 1.545
• Storage Temp.: −20°C
• CAS DataBase Reference: CHOLESTEROL PHENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: CHOLESTEROL PHENYLACETATE(33998-26-4)
• EPA Substance Registry System: CHOLESTEROL PHENYLACETATE(33998-26-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 33998-26-4(Hazardous Substances Data)

Usage

General Description

Cholesterol phenylacetate is a chemical compound consisting of cholesterol and phenylacetic acid. It is often used as a synthetic intermediate in the production of pharmaceuticals and other organic compounds. It has been studied for its potential use in the treatment of liver disease and as a potential marker for the diagnosis and monitoring of certain diseases. Cholesterol phenylacetate may also have antioxidant and anti-inflammatory properties, which could make it useful in the development of novel therapies for various medical conditions. However, further research is needed to fully understand its properties and potential applications.

InChI:InChI=1/C35H52O2/c1-24(2)10-9-11-25(3)30-16-17-31-29-15-14-27-23-28(37-33(36)22-26-12-7-6-8-13-26)18-20-34(27,4)32(29)19-21-35(30,31)5/h6-8,12-14,24-25,28-32H,9-11,15-23H2,1-5H3/t25-,28+,29+,30-,31+,32+,34+,35-/m1/s1

Upstream product

• 103-82-2 phenylacetic acid 
• 57-88-5 cholesterol 
• 57-88-5 cholesterol 
• 75178-11-9 Phenyl-acetic acid [2,2']bipyridinyl-6-yl ester 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 385449-60-5 5-cholesten-3β-yl phenyldiazoacetate 

Relevant articles and documents

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High selectivity from configurational match/mismatch in carbon-hydrogen insertion reactions of steroidal diazoacetates catalyzed by chiral dirhodium(II) carboxamidates

Diazo decomposition of steroidal diazoacetates, where the point of attachment is the 3-position of the steroid A-ring, catalyzed by chiral dirhodium(II) carboxamidates results in products from carbon-hydrogen insertion in high yield and selectivities. Use of S-configured catalysts shows a distinctive preference for insertion into the 3-position to form β-lactone products. The R-configured catalysts direct insertion preferentially to the equatorial C-H bond at the 2-position. Substituents or functional groups at the 5/6-position prevent C-H insertion from taking place at the 4-position. Even in the best case with the 5/6-positions fully saturated, however, insertion into the 3-position remains competitive with insertion into the 4-position. Corresponding 3-substituted phenyldiazoacetates give only β-lactone products, and selectivity here is highest with chiral dirhodium(II) prolinate catalysts. A model is presented to explain these results. Overall, this methodology is versatile for functionalization of the steroid A-ring at positions 2 and 3.