27-Hydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione

Base Information

• Chemical Name: 27-Hydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione
• CAS No.: 5788-94-3
• Molecular Formula: C28H38 O5
• Molecular Weight: 454.607
• NSC Number: 109437
• DSSTox Substance ID: DTXSID70973479
• Wikidata: Q82957419
• Mol file: 5788-94-3.mol

Synonyms:5788-94-3;Jaborosalactone A;27-hydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione;NSC109437;DTXSID70973479;NSC-109437

Chemical Property of 27-Hydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione

Chemical Property:

• Vapor Pressure: 7.42E-19mmHg at 25°C
• Boiling Point: 636.1°C at 760 mmHg
• Flash Point: 210.9°C
• PSA: 76.13000
• Density: 1.23g/cm³
• LogP: 4.38210
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 454.27192431
• Heavy Atom Count: 33
• Complexity: 965

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6)C)O5)C)CO

Technology Process of 27-Hydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-dione

There total 1 articles about 27-Hydroxy-5,6:22,26-diepoxyergosta-2,24-diene-1,26-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:

mevalonolactone (674-26-0,503-48-0) → jaborosalactone A (5788-94-3) + withaferin-A (5119-48-2)

Guidance literature:

With Acnistus breviflorus; In water; for 72h;

DOI:10.1016/S0031-9422(00)83022-8

Reference yield:

jaborosalactone A (5788-94-3) → (5S,6R,8S,9S,10R,13S,14S,17R)-17-[(S)-1-((R)-6-Hydroxy-4,5-dimethyl-6-phenyl-tetrahydro-pyran-2-yl)-ethyl]-10,13-dimethyl-tetradecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-1-one

Guidance literature:

Multi-step reaction with 2 steps

1: 30 mg / H₂ / 10percent Pd/C / ethanol / 20 h / Ambient temperature

2: tetrahydrofuran / 3 h / Heating

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;

Reference yield:

jaborosalactone A (5788-94-3) → (5S,6R,8S,9S,10R,13S,14S,17R)-17-((S)-2,6-Dihydroxy-1,4,5-trimethyl-6,6-diphenyl-hexyl)-10,13-dimethyl-tetradecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-1-one

Guidance literature:

Multi-step reaction with 2 steps

1: 30 mg / H₂ / 10percent Pd/C / ethanol / 20 h / Ambient temperature

2: tetrahydrofuran / 3 h / Heating

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol;

upstream raw materials:

mevalonolactone

Downstream raw materials:

jaborosalactone B

Refernces