3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one

Base Information

Chemical Name:3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one
CAS No.:81790-39-8
Molecular Formula:C₃₁H₃₉NO₇
Molecular Weight:537.653
Hs Code.:

Synonyms:3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one

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Chemical Property of 3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one

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Technology Process of 3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one

There total 18 articles about 3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one 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:

: 156-38-7
4-hydroxyphenylacetate

: 81790-39-8
3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: BF₃*OEt₂ / 12 h / Ambient temperature

2: anhydrous potassium carbonate / butan-2-one / 24 h / Heating

3: 89 percent / N,N,N',N'-tetramethylethylenediamine / 12 h / 200 °C

4: 100 percent / camphorsulfonic acid (CSA) / benzene / 12 h / Heating

5: 1.) sec-BuLi / 1.) THF, -78 deg C

6: 35 percent / NaH / dimethylsulfoxide / 24 h / 22 °C

7: H₂ / 10percent Pd/C / dioxane / 0.75 h / 22 °C / 760 Torr

8: camphorsulfonic acid (CSA) / CH₂Cl₂; tetrahydrofuran / 5 h / 0 °C

9: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) a) 30 min, b) 0 deg C, 1 h

With N,N,N,N,-tetramethylethylenediamine; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; sec.-butyllithium; sodium hydride; potassium carbonate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; butanone; benzene;
DOI:10.1021/jo00136a005

Reference yield:

: 68641-16-7
(4-benzyloxy-phenyl)-acetic acid methyl ester

: 81790-39-8
3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / N,N,N',N'-tetramethylethylenediamine / 12 h / 200 °C

2: 100 percent / camphorsulfonic acid (CSA) / benzene / 12 h / Heating

3: 1.) sec-BuLi / 1.) THF, -78 deg C

4: 35 percent / NaH / dimethylsulfoxide / 24 h / 22 °C

5: H₂ / 10percent Pd/C / dioxane / 0.75 h / 22 °C / 760 Torr

6: camphorsulfonic acid (CSA) / CH₂Cl₂; tetrahydrofuran / 5 h / 0 °C

7: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) a) 30 min, b) 0 deg C, 1 h

With N,N,N,N,-tetramethylethylenediamine; camphor-10-sulfonic acid; hydrogen; sec.-butyllithium; sodium hydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/jo00136a005

Reference yield:

: 14199-15-6
Methyl 4-hydroxyphenylacetate

: 81790-39-8
3-((2E,4E)-4,6-Dimethyl-octa-2,4-dienoyl)-4-hydroxy-1-(tetrahydro-pyran-2-yloxy)-5-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-1H-pyridin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: anhydrous potassium carbonate / butan-2-one / 24 h / Heating

2: 89 percent / N,N,N',N'-tetramethylethylenediamine / 12 h / 200 °C

3: 100 percent / camphorsulfonic acid (CSA) / benzene / 12 h / Heating

4: 1.) sec-BuLi / 1.) THF, -78 deg C

5: 35 percent / NaH / dimethylsulfoxide / 24 h / 22 °C

6: H₂ / 10percent Pd/C / dioxane / 0.75 h / 22 °C / 760 Torr

7: camphorsulfonic acid (CSA) / CH₂Cl₂; tetrahydrofuran / 5 h / 0 °C

8: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) a) 30 min, b) 0 deg C, 1 h

With N,N,N,N,-tetramethylethylenediamine; camphor-10-sulfonic acid; hydrogen; sec.-butyllithium; sodium hydride; potassium carbonate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; butanone; benzene;
DOI:10.1021/jo00136a005