Prednisolone 17-Ethyl Carbonate

Base Information

• Chemical Name: Prednisolone 17-Ethyl Carbonate
• CAS No.: 104286-02-4
• Molecular Formula: C24H32 O7
• Molecular Weight: 432.514
• Hs Code.: 2937290000
• European Community (EC) Number: 600-552-8
• UNII: 4Z4G5V1592
• DSSTox Substance ID: DTXSID50908885
• Nikkaji Number: J1.193.171E
• Wikidata: Q27260697
• Mol file: 104286-02-4.mol

Synonyms:pred-17-EtC;prednisolone 17-ethylcarbonate

Chemical Property of Prednisolone 17-Ethyl Carbonate

Chemical Property:

• Vapor Pressure: 4.26E-18mmHg at 25°C
• Boiling Point: 622.4°Cat760mmHg
• Flash Point: 211°C
• PSA: 110.13000
• Density: 1.29g/cm³
• LogP: 2.73840
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 432.21480336
• Heavy Atom Count: 31
• Complexity: 860

Purity/Quality:

99.9% ^*data from raw suppliers

Prednisolone17-EthylCarbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)OC1(CCC2C1(CC(C3C2CCC4=CC(=O)C=CC34C)O)C)C(=O)CO
• Isomeric SMILES: CCOC(=O)O[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)C=C[C@]34C)O)C)C(=O)CO
• Uses: A metabolite of Prednicarbate (P703700).

Technology Process of Prednisolone 17-Ethyl Carbonate

There total 5 articles about Prednisolone 17-Ethyl Carbonate 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: 99.3%

prednisolone-17,21-diethylorthocarbonate (26129-79-3) → Prednisolone 17-ethylcarbonate (104286-02-4)

Guidance literature:

With acetic acid; In ethanol; water; at 40 ℃; Temperature; Reagent/catalyst; Solvent;

Reference yield: 0.58%

prednicarbate (73771-04-7) → 11β,17-dihydroxy-21-propionyloxypregna-1,4-diene-3,20-dione (5740-62-5) + Prednisolone 17-ethylcarbonate (104286-02-4)

Guidance literature:

With silica gel; for 20h; Irradiation;

Reference yield:

prednicarbate (73771-04-7) → prednisolon (50-24-8,8056-11-9) + 4-(4-hydroxybenzyl)-2-(3-methylbut-2-enyl)phenyl methyl carbonate + Prednisolone 17-ethylcarbonate (104286-02-4)

Guidance literature:

With water; In acetone; at 25 - 28 ℃; for 336h; Microbiological reaction;

DOI:10.14233/ajchem.2014.16548

upstream raw materials:

prednicarbate

prednisolone-17,21-diethylorthocarbonate

prednisolon

Downstream raw materials:

prednicarbate

(11β)-17-[(ethoxycarbonyl)oxy]-11-hydroxy-21-[1-oxo-[3-(chloromethyl)benzoxy]]pregna-1,4-diene-3,20-dione

Refernces

• 1、 Ahmad, Saeed,Mukhtar, Muhammad Fahad,Khaliq, Farhan Hameed,Irshad, Sajid,Iqbal, Javed. "Microbial transformation of topical corticosteroid: Prednicarbate". . p. 6043 - 6046. Retrieved 2015/02/19.
• 2、 Stache,Fritsch,Rupp,Hitzel,Fehlhaber. "Synthesis of prednicarbate, an unhalogenated topical antiinflammatory derivative of prednisolone-17-ethylcarbonate-21-propionate". . p. 1753 - 1757. Retrieved 2007/10/02.