(2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan

Base Information

Chemical Name:(2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan
CAS No.:271770-94-6
Molecular Formula:C₂₀H₂₂O₃
Molecular Weight:310.393
Hs Code.:

Synonyms:(2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan

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Chemical Property of (2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan

Chemical Property:

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Technology Process of (2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan

There total 9 articles about (2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan 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:

: C₂₅H₂₈O₉

: 271770-94-6
(2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan

Guidance literature:: Multi-step reaction with 7 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 14 h / 0 - 20 °C / Inert atmosphere

2: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / chloroform / 0.08 h / 110 °C / Microwave irradiation; Inert atmosphere

3: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

4: triethylamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; C₃₂H₃₆ClNO₂RhS; formic acid / ethyl acetate / 0.75 h / 20 °C / Inert atmosphere

5: triethylamine; C₃₂H₃₈O₁₁ / dichloromethane / 0.67 h / -40 °C / Inert atmosphere

6: triethylamine; formic acid; palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

7: lithium aluminium tetrahydride / tetrahydrofuran / 0.83 h / 60 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; lithium aluminium tetrahydride; formic acid; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; di-isopropyl azodicarboxylate; C₃₂H₃₆ClNO₂RhS; C₃₂H₃₈O₁₁; palladium diacetate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; 1: |Mitsunobu Displacement;
DOI:10.1002/anie.201507269

Reference yield:

: 480-41-1
5,7-Dihydroxy-2-(4-hydroxy-phenyl)-chroman-4-on

: 271770-94-6
(2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan

Guidance literature:: Multi-step reaction with 8 steps

1: triethylamine; dmap / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 14 h / 0 - 20 °C / Inert atmosphere

3: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / chloroform / 0.08 h / 110 °C / Microwave irradiation; Inert atmosphere

4: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

5: triethylamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; C₃₂H₃₆ClNO₂RhS; formic acid / ethyl acetate / 0.75 h / 20 °C / Inert atmosphere

6: triethylamine; C₃₂H₃₈O₁₁ / dichloromethane / 0.67 h / -40 °C / Inert atmosphere

7: triethylamine; formic acid; palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

8: lithium aluminium tetrahydride / tetrahydrofuran / 0.83 h / 60 °C / Inert atmosphere

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; lithium aluminium tetrahydride; formic acid; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; di-isopropyl azodicarboxylate; C₃₂H₃₆ClNO₂RhS; C₃₂H₃₈O₁₁; palladium diacetate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; 2: |Mitsunobu Displacement;
DOI:10.1002/anie.201507269

Reference yield:

: C₃₀H₃₆O₉

: 271770-94-6
(2S)-7,4'-dihydroxy-8-(3'',3''-dimethylallyl)flavan

Guidance literature:: Multi-step reaction with 6 steps

1: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / chloroform / 0.08 h / 110 °C / Microwave irradiation; Inert atmosphere

2: triethylamine / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

3: triethylamine; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; C₃₂H₃₆ClNO₂RhS; formic acid / ethyl acetate / 0.75 h / 20 °C / Inert atmosphere

4: triethylamine; C₃₂H₃₈O₁₁ / dichloromethane / 0.67 h / -40 °C / Inert atmosphere

5: triethylamine; formic acid; palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / N,N-dimethyl-formamide / 2 h / 60 °C / Inert atmosphere

6: lithium aluminium tetrahydride / tetrahydrofuran / 0.83 h / 60 °C / Inert atmosphere

With 1,1'-bis-(diphenylphosphino)ferrocene; lithium aluminium tetrahydride; formic acid; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; C₃₂H₃₆ClNO₂RhS; C₃₂H₃₈O₁₁; palladium diacetate; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1002/anie.201507269