Strophanthidin arabinoside

Base Information

• Chemical Name: Strophanthidin arabinoside
• CAS No.: 28071-51-4
• Molecular Formula: C₂₈H₄₀O₁₀
• Molecular Weight: 536.62
• Mol file: 28071-51-4.mol

Synonyms:strophanthidin arabinoside;strophanthidin arabinoside, (3-(alpha-D))-isomer;strophanthidin arabinoside, (3-(alpha-L))-isomer;strophanthidin arabinoside, (alpha)-isomer

Chemical Property of Strophanthidin arabinoside

Chemical Property:

• Vapor Pressure: 1.62E-26mmHg at 25°C
• Boiling Point: 757.9°Cat760mmHg
• Flash Point: 249.9°C
• Density: 1.44g/cm³
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 536.26214747
• Heavy Atom Count: 38
• Complexity: 1020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC3C(C1(CCC2C4=CC(=O)OC4)O)CCC5(C3(CCC(C5)OC6C(C(C(CO6)O)O)O)C=O)O
• Isomeric SMILES: C[C@]12CC[C@H]3[C@H](C1(CC[C@@H]2C4=CC(=O)OC4)O)CC[C@]5([C@@]3(CC[C@@H](C5)O[C@@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C=O)O

Technology Process of Strophanthidin arabinoside

There total 9 articles about Strophanthidin arabinoside 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:

5,14-dihydroxy-19-oxo-3β-(tri-O-acetyl-α-L-arabinopyranosyloxy)-5β,14β-card-20(22)-enolide → 3β-α-L-arabinopyranosyloxy-5,14-dihydroxy-19-oxo-5β,14β-card-20(22)-enolide (15596-26-6,25486-24-2,28071-51-4,29505-40-6,86820-22-6)

Guidance literature:

With methanol; barium methoxide;

DOI:10.1021/jo01190a007

Reference yield:

5,14-dihydroxy-19-oxo-3β-(tri-O-acetyl-β-D-xylopyranosyloxy)-5β,14β-card-20(22)-enolide → 3-O-β-D-xylopyranosylstrophanthidin (15596-26-6,25486-24-2,28071-51-4,29505-40-6,86820-22-6)

Guidance literature:

With methanol; barium methoxide;

DOI:10.1021/jo01190a007

Reference yield:

2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide (14227-90-8) → 3β-α-L-arabinopyranosyloxy-5,14-dihydroxy-19-oxo-5β,14β-card-20(22)-enolide (15596-26-6,25486-24-2,28071-51-4,29505-40-6,86820-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: silver carbonate; magnesium sulfate; dioxane

2: ammonia; methanol

With 1,4-dioxane; methanol; ammonia; magnesium sulfate; silver carbonate;

DOI:10.1021/jo01190a007

upstream raw materials:

1-bromo-2,3,4-tri-O-acetyl-α-D-xylopyranose

strophanthidin

2,3,4-tri-O-acetyl-α-L-arabinopyranosyl bromide

2,3,4-tri-O-acetyl-α-D-lyxopyranosyl bromide

Downstream raw materials:

D-Xylose