(R)-5-Phenyl-1,3-dioxolane-2,4-dione

Base Information

• Chemical Name: (R)-5-Phenyl-1,3-dioxolane-2,4-dione
• CAS No.: 54256-33-6
• Molecular Formula: C9H6O4
• Molecular Weight: 178.144
• Hs Code.: 2932999099
• European Community (EC) Number: 259-045-1
• DSSTox Substance ID: DTXSID801298383
• Nikkaji Number: J266.836J
• Mol file: 54256-33-6.mol

Synonyms:(R)-5-Phenyl-1,3-dioxolane-2,4-dione;54256-33-6;EINECS 259-045-1;(5R)-5-phenyl-1,3-dioxolane-2,4-dione;SCHEMBL13205427;D-Mandelic acid O-carboxyanhydride;DTXSID801298383;(R)-5beta-Phenyl-1,3-dioxolane-2,4-dione

Chemical Property of (R)-5-Phenyl-1,3-dioxolane-2,4-dione

Chemical Property:

• Vapor Pressure: 0.0106mmHg at 25°C
• Boiling Point: 262.9°C at 760 mmHg
• Flash Point: 113.3°C
• PSA: 52.60000
• Density: 1.391g/cm³
• LogP: 1.42110
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 178.02660867
• Heavy Atom Count: 13
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2C(=O)OC(=O)O2
• Isomeric SMILES: C1=CC=C(C=C1)[C@@H]2C(=O)OC(=O)O2

Technology Process of (R)-5-Phenyl-1,3-dioxolane-2,4-dione

There total 2 articles about (R)-5-Phenyl-1,3-dioxolane-2,4-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

bis(trichloromethyl) carbonate (32315-10-9) + (R)-Mandelic Acid (611-71-2) → (R)-(-)-5-phenyl-1,3-dioxolane-2,4-dione (54256-33-6)

Guidance literature:

With triethylamine; In acetonitrile; at 25 ℃; for 6h; Temperature; Solvent;

Reference yield: 75.0%

(R)-Mandelic Acid (611-71-2) + trichloromethyl chloroformate (503-38-8) → (R)-(-)-5-phenyl-1,3-dioxolane-2,4-dione (54256-33-6)

Guidance literature:

(R)-Mandelic Acid; With pyrographite; for 2h; Schlenk technique;

trichloromethyl chloroformate; In tetrahydrofuran; at 20 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201407525

Reference yield: 92.0%

2-(p-nitrophenyl)ethylamine (24954-67-4) + (R)-(-)-5-phenyl-1,3-dioxolane-2,4-dione (54256-33-6) → (2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide (521284-19-5)

Guidance literature:

In tetrahydrofuran; at 40 ℃; for 3h; Temperature; Solvent;

upstream raw materials:

(R)-Mandelic Acid

trichloromethyl chloroformate

bis(trichloromethyl) carbonate

Downstream raw materials:

(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

(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

(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

(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

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