daphneticin

Base Information

• Chemical Name: daphneticin
• CAS No.: 477770-78-8
• Molecular Formula: C₂₀H₁₈O₈
• Molecular Weight: 386.358
• Mol file: 477770-78-8.mol

Synonyms:daphneticin

Chemical Property of daphneticin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of daphneticin

There total 13 articles about daphneticin 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: 89.0%

(1S,2R)-7-hydroxy-8-[2,3-epoxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propoxy]coumarin (477770-86-8) → daphneticin (477770-78-8)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1016/S0957-4166(02)00482-2

Reference yield:

7-hydroxy-2H-chromen-2-one (93-35-6) → daphneticin (477770-78-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 97 percent / pyridine / CH₂Cl₂ / 24 h / 20 °C

2.1: 79 percent / AlCl₃ / 2 h / 160 °C

3.1: 94 percent / K₂CO₃ / acetone / 24 h / 20 °C

4.1: 94 percent / aq. H₂O₂; aq. NaOH / dioxane / 0.33 h / 10 °C

5.1: K₂CO₃ / methanol / 3 h / 20 °C

5.2: PPh₃; DIAD / tetrahydrofuran / 24 h / 20 °C

6.1: 75 percent / H₂ / 5 percent Pd/C / ethyl acetate / 6 h / 20 °C

7.1: 89 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

With pyridine; sodium hydroxide; aluminium trichloride; hydrogen; dihydrogen peroxide; potassium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; ethyl acetate; acetone; 4.1: Baeyer-Villiger oxidation / 5.2: Mitsunobu reaction;

DOI:10.1016/S0957-4166(02)00482-2

Reference yield:

7-acetyloxycoumarin (10387-49-2) → daphneticin (477770-78-8)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 79 percent / AlCl₃ / 2 h / 160 °C

2.1: 94 percent / K₂CO₃ / acetone / 24 h / 20 °C

3.1: 94 percent / aq. H₂O₂; aq. NaOH / dioxane / 0.33 h / 10 °C

4.1: K₂CO₃ / methanol / 3 h / 20 °C

4.2: PPh₃; DIAD / tetrahydrofuran / 24 h / 20 °C

5.1: 75 percent / H₂ / 5 percent Pd/C / ethyl acetate / 6 h / 20 °C

6.1: 89 percent / K₂CO₃ / methanol / 0.5 h / 20 °C

With sodium hydroxide; aluminium trichloride; hydrogen; dihydrogen peroxide; potassium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; ethyl acetate; acetone; 3.1: Baeyer-Villiger oxidation / 4.2: Mitsunobu reaction;

DOI:10.1016/S0957-4166(02)00482-2

upstream raw materials:

(1S,2R)-7-hydroxy-8-[2,3-epoxy-1-(4-hydroxy-3,5-dimethoxyphenyl)propoxy]coumarin

7-hydroxy-2H-chromen-2-one

7-acetyloxycoumarin

8-acetyl-7-hydroxycoumarin