Vermicularin

Base Information

• Chemical Name: Vermicularin
• CAS No.: 4356-38-1
• Molecular Formula: C₁₈H₁₆O₉
• Molecular Weight: 376.32
• Mol file: 4356-38-1.mol

Synonyms:

Chemical Property of Vermicularin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Vermicularin

There total 19 articles about Vermicularin 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: 95.0%

(benzyloxycarbonyl)-3-hydroxy-2-methoxy-4-methyl-6-benzoate de formyl-3-dihydroxy-2,4-methyl-6-phenyl (118975-24-9) → acide decarboxythamnolique (4356-38-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 2h;

DOI:10.1002/hlca.19880710424

Reference yield:

formyl-3-hydroxy-2-methoxy-4-methyl-6-benzoate de methyle (15918-53-3) → acide decarboxythamnolique (4356-38-1)

Guidance literature:

Multi-step reaction with 8 steps

1: 94 percent / 15percent KOH / 2 h / Heating

2: 86 percent / 2,2'-bipyridine, CuO₂ / bis-(2-methoxy-ethyl) ether / 5 h / Heating

3: 35 percent / NaClO₂, sulfamic acid / H₂O; dioxane / 48 h / Ambient temperature

4: 62 percent / NaHCO₃ / dimethylformamide / 20 h / Ambient temperature

5: 62 percent / TiCl₄ / CHCl₃; hexane / 5.5 h / Ambient temperature

6: 80 percent / NaClO₂, sulfamic acid / H₂O; dioxane / 48 h / Ambient temperature

7: 16 percent / (CF₃CO)2O / 2.5 h

8: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 2 h

With [2,2]bipyridinyl; potassium hydroxide; sodium chlorite; aminosulfonic acid; hydrogen; titanium tetrachloride; sodium hydrogencarbonate; trifluoroacetic anhydride; palladium on activated charcoal; In 1,4-dioxane; hexane; chloroform; diethylene glycol dimethyl ether; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19880710424

Reference yield:

2-hydroxy-4-methoxy-6-methyl-benzoic acid methyl ester (520-43-4) → acide decarboxythamnolique (4356-38-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 73 percent / TiCl₄ / CH₂Cl₂ / 5.5 h / Ambient temperature

2: 94 percent / 15percent KOH / 2 h / Heating

3: 86 percent / 2,2'-bipyridine, CuO₂ / bis-(2-methoxy-ethyl) ether / 5 h / Heating

4: 35 percent / NaClO₂, sulfamic acid / H₂O; dioxane / 48 h / Ambient temperature

5: 62 percent / NaHCO₃ / dimethylformamide / 20 h / Ambient temperature

6: 62 percent / TiCl₄ / CHCl₃; hexane / 5.5 h / Ambient temperature

7: 80 percent / NaClO₂, sulfamic acid / H₂O; dioxane / 48 h / Ambient temperature

8: 16 percent / (CF₃CO)2O / 2.5 h

9: 95 percent / H₂ / 10percent Pd/C / ethyl acetate / 2 h

With [2,2]bipyridinyl; potassium hydroxide; sodium chlorite; aminosulfonic acid; hydrogen; titanium tetrachloride; sodium hydrogencarbonate; trifluoroacetic anhydride; palladium on activated charcoal; In 1,4-dioxane; hexane; dichloromethane; chloroform; diethylene glycol dimethyl ether; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19880710424

upstream raw materials:

(benzyloxycarbonyl)-3-hydroxy-2-methoxy-4-methyl-6-benzoate de formyl-3-dihydroxy-2,4-methyl-6-phenyl

3,4,6-trihydroxy-2-methyl-benzaldehyde

2-hydroxy-4-methoxy-6-methyl-benzoic acid methyl ester

hydroxy-3-dimethoxy-4,6-methyl-2-benzoate de methyle

Refernces