2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone

Base Information

• Chemical Name: 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone
• CAS No.: 96909-24-9
• Molecular Formula: C₂₈H₂₆O₁₀
• Molecular Weight: 522.508
• Mol file: 96909-24-9.mol

Synonyms:2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone

Chemical Property of 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone

There total 24 articles about 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone 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: 86.0%

acetic anhydride (108-24-7) + 2',4',5,7-tetrahydroxy-5'-(3-methyl-2-butenyl)isoflavone (82448-67-7) → 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone (96909-24-9)

Guidance literature:

With pyridine; at 115 ℃; for 1.33333h;

DOI:10.1246/bcsj.71.2673

Reference yield:

1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone (18065-05-9) → 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone (96909-24-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 68 percent / piperidine / ethanol / 6 h / Heating

2: sodium acetate;

3: 79 percent / 1) thallium (III)nitrate trihydrate; 2) 10percent hydrochloric acid; / methanol / 1) 32-35 deg C; 8 h; 2) reflux; 3 h;

4: 97 percent / hydrogenolyse / 10percent Pd-C / methanol

5: 37 percent / pyridine / diethyl ether / 5.5 h / 2 - 5 °C

6: 12 percent / BF₃-etherate / dioxane / 6 h / 51 - 53 °C

7: dilute alkali / H₂O

8: sodium acetate

With piperidine; pyridine; hydrogenchloride; dilute alkali; hydrogenolyse; boron trifluoride diethyl etherate; sodium acetate; thallium(III) nitrate; palladium on activated charcoal; In 1,4-dioxane; methanol; diethyl ether; ethanol; water;

DOI:10.1246/bcsj.58.136

Reference yield:

2',4',5,7-tetrakis(benzyloxy)isoflavone (82458-45-5) → 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone (96909-24-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 97 percent / hydrogenolyse / 10percent Pd-C / methanol

2: 37 percent / pyridine / diethyl ether / 5.5 h / 2 - 5 °C

3: 12 percent / BF₃-etherate / dioxane / 6 h / 51 - 53 °C

4: dilute alkali / H₂O

5: sodium acetate

With pyridine; dilute alkali; hydrogenolyse; boron trifluoride diethyl etherate; sodium acetate; palladium on activated charcoal; In 1,4-dioxane; methanol; diethyl ether; water;

DOI:10.1246/bcsj.58.136

upstream raw materials:

acetic anhydride

2',4',5,7-tetrahydroxy-5'-(3-methyl-2-butenyl)isoflavone

2,4-dibenzyloxybenzaldehyde

2',4',5,7-tetrahydroxy-5'-(3-hydroxy-3-methylbutyl)isoflavone

Refernces

• 1、 Tsukayma, Masao,Fujimoto, Kunihiro,Horie, Tokunaru,Masumura, Mitsuo,Nakayama, Mitsuru. "Synthesis of Licoisoflavone A and Related Compounds". . p. 136 - 141. Retrieved 2007/10/02.