Ergosta-4,6,8(14),22-tetraen-3-one

Base Information

• Chemical Name: Ergosta-4,6,8(14),22-tetraen-3-one
• CAS No.: 19254-69-4
• Molecular Formula: C28H40O
• Molecular Weight: 392.6166
• UNII: RI51Y55U8P
• DSSTox Substance ID: DTXSID201296846
• Nikkaji Number: J462.401G,J83.531E
• Wikidata: Q27104972
• ChEMBL ID: CHEMBL3588948
• Mol file: 19254-69-4.mol

Synonyms:(22E)-ergosta-4,6,8(14),22-tetraen-3-one;ergone;ergosta-4,6,8(14),22-tetraen-3-one

Chemical Property of Ergosta-4,6,8(14),22-tetraen-3-one

Chemical Property:

• Vapor Pressure: 4.68E-11mmHg at 25°C
• Melting Point: 113-114 °C
• Refractive Index: 1.548
• Boiling Point: 523.5 °C at 760 mmHg
• Flash Point: 263.5 °C
• PSA: 17.07000
• Density: 1.01 g/cm³
• LogP: 7.45910
• Storage Temp.: 2-8°C
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 392.307915895
• Heavy Atom Count: 29
• Complexity: 806

Purity/Quality:

99% ^*data from raw suppliers

Ergosta-4,6,8(14),22-tetraen-3-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C)C=CC(C)C1CCC2=C3C=CC4=CC(=O)CCC4(C3CCC12C)C
• Isomeric SMILES: C[C@H](/C=C/[C@H](C)C(C)C)[C@H]1CCC2=C3C=CC4=CC(=O)CC[C@@]4([C@H]3CC[C@]12C)C

Technology Process of Ergosta-4,6,8(14),22-tetraen-3-one

There total 19 articles about Ergosta-4,6,8(14),22-tetraen-3-one 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: 79.0%

3-ethoxy-ergosta-3,5,7,22-tetraene → ergosta-4,6,8(14),22-tetraen-3-one (19254-69-4,27625-48-5)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In water; acetone; for 0.0833333h; Ambient temperature;

DOI:10.1016/0039-128X(94)90111-2

Reference yield: 20.0%

(22E,24R)-ergosta-4,7,22-triene-3-one (17398-57-1) → ergosta-4,6,8(14),22-tetraen-3-one (19254-69-4,27625-48-5) + (22E,24R)-ergosta-4,7,22-triene-3,6-dione (19698-66-9)

Guidance literature:

With pyridine; chromium(VI) oxide; In dichloromethane; at 0 ℃; for 0.75h;

DOI:10.1007/BF02234854

Reference yield: 5.0%

Ergosterol (57-87-4) → ergosta-4,6,8(14),22-tetraen-3-one (19254-69-4,27625-48-5)

Guidance literature:

With sulfur; triethylamine; In toluene; for 24h; Mechanism; Heating;

upstream raw materials:

lumisterol

Ergosterol

ergosta-5,7,14,22t-tetraen-3β-ol

aluminum tri-tert-butoxide

Downstream raw materials:

lumista-4,6,8⁽¹⁴⁾,22t-tetraen-3-one-(2,4-dinitro-phenylhydrazone)

Refernces

• 1、 Elks. "-". . p. 468. Retrieved 1954.
• 2、 Tanaka, Nobutoshi,Hosoi, Ken-Ichi,Tanaka, Daizo,Takahashi, Mimei. "Photochemical reaction of ergosta-4,6,8(14),22-tetraen-3-one". . p. 843 - 846. Retrieved 1996.
• 3、 Kovganko,Sokolov. "Synthesis of (22E,24R)-ergosta-4,7-22-triene-3,6-dione and its 14α-hydroxy-and 9α,14α-dihydroxy derivatives". . p. 320 - 323. Retrieved 2007/10/03.