hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate

Base Information

• Chemical Name: hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate
• CAS No.: 190579-36-3
• Molecular Formula: C₄₀H₅₄O₉
• Molecular Weight: 678.863
• Mol file: 190579-36-3.mol

Synonyms:

Chemical Property of hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate

There total 2 articles about hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate 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: 75.0%

azelaic acid (123-99-9,26776-28-3) + 3β-hydroxy-14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide (190579-30-7) → hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate (190579-36-3)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; for 4h; Ambient temperature;

DOI:10.1248/cpb.45.599

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate (190579-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH / dimethylformamide-d7 / 12 h / Ambient temperature

2: 75 percent / p-TsCl, pyridine / 4 h / Ambient temperature

With pyridine; toluene-4-sulfonic acid; p-toluenesulfonyl chloride; In d₇-N,N-dimethylformamide;

DOI:10.1248/cpb.45.599

Reference yield:

hydrogen 14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl azelate (190579-36-3) → 5-[14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl]oxycarbonyloctanoyl-L-arginine (190579-47-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Et₃N / 1.) THF, -15 deg C, 15 min, 2.) THF, 30 min

2: tetrahydrofuran; H₂O / 2 h / 0 °C

With triethylamine; In tetrahydrofuran; water;

DOI:10.1248/cpb.45.599

upstream raw materials:

azelaic acid

3β-hydroxy-14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide

p-Anisaldehyde dimethyl acetal

Downstream raw materials:

5-[14β,16β-O-(4-methoxybenzylidene)card-20(22)-enolide-3β-yl]oxycarbonyloctanoyl-L-arginine

Refernces