2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone

Base Information

• Chemical Name: 2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone
• CAS No.: 76820-14-9
• Molecular Formula: C₂₇H₃₆O₁₀
• Molecular Weight: 520.577
• Mol file: 76820-14-9.mol

Synonyms:2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone

Chemical Property of 2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone

There total 11 articles about 2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone 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: 63.0%

2,3',6-tris(benzyloxy)-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxychalcone → 2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone (76820-14-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In dichloromethane; tert-butyl alcohol; for 4h; under 2280 Torr; Ambient temperature;

DOI:10.1021/jm00136a011

Reference yield:

naringin (10236-47-2) → 2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone (76820-14-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 64 percent / 10percent aq. KOH / 4 h / Heating

2: 48.1 g / K₂CO₃ / dimethylformamide / 1.) RT, 21 h, 2.) 80 deg C, 6 h

3: 3.80 g / 3percent aq. H₂SO₄ / ethanol / 22 h

4: 76 percent / 60percent aq. KOH / ethanol / 72 h / Ambient temperature

5: 89 percent / K₂CO₃ / dimethylformamide / 48 h / Ambient temperature

6: 60 percent / aq. H₂SO₄ / dioxane / 30 h / Ambient temperature

7: 63 percent / H₂ / Pd/C / 2-methyl-propan-2-ol; CH₂Cl₂ / 4 h / 2280 Torr / Ambient temperature

With potassium hydroxide; sulfuric acid; hydrogen; potassium carbonate; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm00136a011

Reference yield:

tert-butyl 2-bromo-4-pentenoate (39149-84-3) → 2,3',6-trihydroxy-4-<1-(carbo-tert-butoxy)-3,4-dihydroxybutoxy>-4'-propoxydihydrochalcone (76820-14-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 59 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 14 h / Ambient temperature

2: 89 percent / K₂CO₃ / dimethylformamide / 48 h / Ambient temperature

3: 60 percent / aq. H₂SO₄ / dioxane / 30 h / Ambient temperature

4: 63 percent / H₂ / Pd/C / 2-methyl-propan-2-ol; CH₂Cl₂ / 4 h / 2280 Torr / Ambient temperature

With sulfuric acid; hydrogen; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1021/jm00136a011

upstream raw materials:

naringin

tert-butyl 2-bromo-4-pentenoate

3-hydroxy-4-n-propoxy-benzaldehyde

tert-butyl 2-bromo-4,5-epoxypentanoate

Refernces