4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one

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Chemical Name:4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one
CAS No.:306275-14-9
Molecular Formula:C₃₀H₄₃NO₅
Molecular Weight:497.675
Hs Code.:

Synonyms:4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one

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Chemical Property of 4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one

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Technology Process of 4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one

There total 21 articles about 4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-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: 48.0%

: 306275-13-8
4-Hydroxy-3-((E)-(4S,5S,8S,10R)-5-hydroxy-4,6,8,10-tetramethyl-dodec-6-enyl)-5-(4-methoxymethoxy-phenyl)-1-methyl-1H-pyridin-2-one

: 306275-14-9
4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one

Guidance literature:: With palladium diacetate; potassium carbonate; In acetonitrile; at 22 ℃;
DOI:10.1021/ol006410+

Reference yield:

: 2-(4-methoxymethoxy-phenyl)-3-(tetrahydro-pyran-2-yloxyamino)-propionic acid methyl ester

: 306275-14-9
4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: NaHCO₃ / CH₂Cl₂

2.1: SmI₂ / tetrahydrofuran; methanol

3.1: 97 percent / NaH

4.1: H₂ / Pd/C / methanol

5.1: NaHCO₃ / H₂O; dioxane

6.1: 73 percent / LiBH₄ / 0 °C

7.1: 88 percent

8.1: LDA / tetrahydrofuran / -78 °C

8.2: hexamethylphosphoric acid triamide

8.3: DCC; Pyr-HCl / dimethylsulfoxide

9.1: DBU / CH₂Cl₂ / 20 °C

10.1: BrCCl₃ / 0 °C

11.1: TBAF / tetrahydrofuran / 22 °C

12.1: 48 percent / Pd(OAc)2; K₂CO₃ / acetonitrile / 22 °C

With palladium diacetate; lithium borohydride; samarium diiodide; Bromotrichloromethane; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 1.1: Substitution / 2.1: Substitution / 3.1: Methylation / 4.1: Hydrogenolysis / 5.1: Substitution / 6.1: Reduction / 7.1: Dess-Martin oxidation / 8.1: Metallation / 8.2: Condensation / 8.3: Oxidation / 9.1: Substitution / 10.1: Dehydration / 11.1: desilylation / 12.1: Oxidation;
DOI:10.1021/ol006410+

Reference yield:

: 306275-20-7
3-(benzyloxycarbonyl-methyl-amino)-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester

: 306275-14-9
4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: H₂ / Pd/C / methanol

2.1: NaHCO₃ / H₂O; dioxane

3.1: 73 percent / LiBH₄ / 0 °C

4.1: 88 percent

5.1: LDA / tetrahydrofuran / -78 °C

5.2: hexamethylphosphoric acid triamide

5.3: DCC; Pyr-HCl / dimethylsulfoxide

6.1: DBU / CH₂Cl₂ / 20 °C

7.1: BrCCl₃ / 0 °C

8.1: TBAF / tetrahydrofuran / 22 °C

9.1: 48 percent / Pd(OAc)2; K₂CO₃ / acetonitrile / 22 °C

With palladium diacetate; lithium borohydride; Bromotrichloromethane; tetrabutyl ammonium fluoride; hydrogen; sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; acetonitrile; 1.1: Hydrogenolysis / 2.1: Substitution / 3.1: Reduction / 4.1: Dess-Martin oxidation / 5.1: Metallation / 5.2: Condensation / 5.3: Oxidation / 6.1: Substitution / 7.1: Dehydration / 8.1: desilylation / 9.1: Oxidation;
DOI:10.1021/ol006410+