Scilliglaucosidin-19-ol [German]

Base Information

• Chemical Name: Scilliglaucosidin-19-ol [German]
• CAS No.: 26577-92-4
• Molecular Formula: C₂₄H₃₂O₅
• Molecular Weight: 400.515
• DSSTox Substance ID: DTXSID80949423
• Mol file: 26577-92-4.mol

Synonyms:Scilliglaucosidol;Scilliglaucosidin-19-ol [German];Scilliglaucosidin-19-ol;3-beta,14,19-Trihydroxybufa-4,20,22-trienolide;BUFA-4,20,22-TRIENOLIDE, 3-beta,14,19-TRIHYDROXY-;DTXSID80949423;26577-92-4;LS-45329;3,14,19-Trihydroxybufa-4,20,22-trienolide

Chemical Property of Scilliglaucosidin-19-ol [German]

Chemical Property:

• Vapor Pressure: 4.29E-18mmHg at 25°C
• Boiling Point: 622.3°C at 760 mmHg
• Flash Point: 214.7°C
• Density: 1.3g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 400.22497412
• Heavy Atom Count: 29
• Complexity: 812

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC3C(C1(CCC2C4=COC(=O)C=C4)O)CCC5=CC(CCC35CO)O
• Isomeric SMILES: C[C@]12CCC3C([C@]1(CC[C@@H]2C4=COC(=O)C=C4)O)CCC5=CC(CC[C@]35CO)O

Technology Process of Scilliglaucosidin-19-ol [German]

There total 3 articles about Scilliglaucosidin-19-ol [German] 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:

3β,14β-dihydroxy-19β-oxobufa-4,20,22-trienolide (510-62-3) → 3β,14,19-trihydroxy-14β-bufa-4,20,22-trienolide (26577-92-4)

Guidance literature:

With aluminum isopropoxide; isopropyl alcohol;

DOI:10.1002/hlca.19530360643

Reference yield:

hellebrigenin (465-90-7) → 3β,14,19-trihydroxy-14β-bufa-4,20,22-trienolide (26577-92-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous acetone; oxygen / In Gegenwart von Platin und Erhitzen des Reaktionsprodukts mit Essigsaeure

2: sodium borate; aqueous dioxane

With 1,4-dioxane; sodium borate; oxygen; acetone;

DOI:10.1002/hlca.19570400333

Reference yield:

14-hydroxy-3,19-dioxo-14β-bufa-4,20,22-trienolide (21887-06-9) → 3α,14,19-trihydroxy-14β-bufa-4,20,22-trienolide (26611-43-8) + 3β,14,19-trihydroxy-14β-bufa-4,20,22-trienolide (26577-92-4)

Guidance literature:

With 1,4-dioxane; sodium borate;

DOI:10.1002/hlca.19570400333

upstream raw materials:

14-hydroxy-3,19-dioxo-14β-bufa-4,20,22-trienolide

3β,14β-dihydroxy-19β-oxobufa-4,20,22-trienolide

hellebrigenin

Downstream raw materials:

14-hydroxy-3,19-dioxo-14β-bufa-4,20,22-trienolide

3β,14β-dihydroxy-19β-oxobufa-4,20,22-trienolide

14,19-dihydroxy-3-oxo-bufa-4,20,22-trienolide