54256-33-6

Basic information

• Product Name: (R)-5-phenyl-1,3-dioxolane-2,4-dione
• Synonyms: (R)-5-phenyl-1,3-dioxolane-2,4-dione
• CAS NO: 54256-33-6
• Molecular Formula: C₉H₆O₄
• Molecular Weight: 178.14154
• EINECS: 259-045-1
• Mol File: 54256-33-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 262.9°C at 760 mmHg
• Flash Point: 113.3°C
• Appearance: /
• Density: 1.391g/cm³
• Vapor Pressure: 0.0106mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: (R)-5-phenyl-1,3-dioxolane-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-5-phenyl-1,3-dioxolane-2,4-dione(54256-33-6)
• EPA Substance Registry System: (R)-5-phenyl-1,3-dioxolane-2,4-dione(54256-33-6)

Safety Data

• Hazardous Substances Data: 54256-33-6(Hazardous Substances Data)

Usage

General Description

(R)-5-Phenyl-1,3-dioxolane-2,4-dione, also known as (R)-Phenylglycine, is a chemical compound with the molecular formula C8H6O4. It is a white crystalline solid that is used in the synthesis of various pharmaceuticals and agrochemicals. (R)-5-Phenyl-1,3-dioxolane-2,4-dione has two chiral centers and exists as a pair of enantiomers, with (R)-5-Phenyl-1,3-dioxolane-2,4-dione being the enantiomer with the (R) configuration. It is commonly utilized as a chiral building block in the production of chiral drugs and as a resolving agent to separate enantiomers. (R)-5-Phenyl-1,3-dioxolane-2,4-dione has valuable applications in the pharmaceutical and chemical industries due to its chiral nature and ability to efficiently synthesize enantiomerically pure compounds.

InChI:InChI=1/C9H6O4/c10-8-7(12-9(11)13-8)6-4-2-1-3-5-6/h1-5,7H/t7-/m1/s1

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 611-71-2 (R)-Mandelic Acid 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 55675-34-8 (6R)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2,3-dicarboxylic acid 3-methyl ester 
• 134789-79-0 3-<(R)-mandelyl>-5-methylthio-(2R)-phenyl-2,3-dihydro-1,3,4-thiadiazole 
• 134789-78-9 3-<(R)-mandelyl>-5-methylthio-(2S)-phenyl-2,3-dihydro-1,3,4-thiadiazole 
• 521284-19-5 (2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide 
• 20698-91-3 (R)-methyl mandelate 
• 53994-71-1 (6R)-3-chloro-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 88010-33-7 diphenylmethyl 7β-(D-mandelylamino)-3α-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3β-methylthio-1-oxacephem-4α-carboxylate 
• 54003-21-3 (6R)-3-chloro-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 52243-65-9 (6R)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-3-(methoxyimino-methyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 53116-61-3 (6R)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-3-methoxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester 
• 63760-36-1 (6R)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-3-methoxycarbonylmethyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 65360-91-0 (6R)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 
• 72730-04-2 (6R)-7t-((S)-2-hydroxy-2-phenyl-acetylamino)-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester 
• 63881-91-4 (6R)-7t-((R)-2-hydroxy-2-phenyl-acetylamino)-3-methyl-8-oxo-(6rH)-5-oxa-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 

Relevant articles and documents

Preparation of stereoregular isotactic poly(mandelic acid) through organocatalytic ring-opening polymerization of a cyclic O-carboxyanhydride

Poly(mandelic acid) (PMA) is an aryl analogue of poly(lactic acid) (PLA) and a biodegradable analogue of polystyrene. The preparation of stereoregular PMA was realized using a pyridine/mandelic acid adduct (Py·MA) as an organocatalyst for the ring-opening polymerization (ROP) of the cyclic O-carboxyanhydride (manOCA). Polymers with a narrow polydispersity index and excellent molecular-weight control were prepared at ambient temperature. These highly isotactic chiral polymers exhibit an enhancement of the glasstransition temperature (Tg) of 15°C compared to the racemic polymer, suggesting potential future application as highperformance commodity and biomedical materials.

Synthesis of mirabegron intermediate (R)-2-hydroxy-N-(4-nitrophenyl ethyl)-2-phenylacetamide

The invention discloses synthesis of mirabegron intermediate (R)-2-hydroxy-N-(4-nitrophenyl ethyl)-2-phenylacetamide. The synthesis method comprises the following steps: performing esterification reaction on R-mandelic acid and triphosgene in a solvent under the existence of alkali to generate a lactide intermediate I; and performing acylation reaction on the intermediate I and 4-nitrophenylethylamine in a solvent to obtain a target product. The synthesis method avoids use of EDCI and HOBt with high price, has the advantages of easily available raw materials, low cost, simplicity in operationand few impurities, and is suitable for industrialized production.