(4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one

Base Information

Chemical Name:(4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one
CAS No.:1380510-95-1
Molecular Formula:C₂₁H₃₂O₄
Molecular Weight:348.483
Hs Code.:

Synonyms:(4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one

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Chemical Property of (4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one

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Technology Process of (4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one

There total 10 articles about (4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-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:

: 1380510-76-8
C₉H₂₀O₃

: 1380510-95-1
(4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: dichloromethane / 1 h / 0 °C

2.1: diisobutylaluminium hydride / dichloromethane / 2 h / 20 °C

3.1: triethylamine / dichloromethane / 20 °C

4.1: potassium carbonate / methanol / 1 h / 20 °C

5.1: magnesium / tetrahydrofuran

5.2: 3 h / -35 °C

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 24 h / 110 °C

8.1: palladium 10% on activated carbon; hydrogen; sodium carbonate / ethyl acetate

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; magnesium; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/j.tetlet.2012.04.030

Reference yield:

: 1380510-89-3
C₁₇H₂₆O₄

: 1380510-95-1
(4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisobutylaluminium hydride / dichloromethane / 2 h / 20 °C

2.1: triethylamine / dichloromethane / 20 °C

3.1: potassium carbonate / methanol / 1 h / 20 °C

4.1: magnesium / tetrahydrofuran

4.2: 3 h / -35 °C

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 24 h / 110 °C

7.1: palladium 10% on activated carbon; hydrogen; sodium carbonate / ethyl acetate

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; magnesium; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene;
DOI:10.1016/j.tetlet.2012.04.030

Reference yield:

: 132151-88-3
R-(-)-2-methylhexanal

: 1380510-95-1
(4R,6R)-6-((1R,2R)-1-(4-methoxybenzyloxy)-2-methylhexyl)-4-methyl-tetrahydropyran-2-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: dichloromethane / 2 h / 20 °C

2.1: diisobutylaluminium hydride / dichloromethane / 3 h / 20 °C

3.1: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 24 h / 0 °C

4.1: dichloromethane / 1 h / 0 °C

5.1: diisobutylaluminium hydride / dichloromethane / 2 h / 20 °C

6.1: triethylamine / dichloromethane / 20 °C

7.1: potassium carbonate / methanol / 1 h / 20 °C

8.1: magnesium / tetrahydrofuran

8.2: 3 h / -35 °C

9.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 20 °C

10.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 24 h / 110 °C

11.1: palladium 10% on activated carbon; hydrogen; sodium carbonate / ethyl acetate

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium osmate(VI) dihydrate; methanesulfonamide; palladium 10% on activated carbon; hydrogen; diisobutylaluminium hydride; sodium carbonate; potassium carbonate; magnesium; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; N-ethyl-N,N-diisopropylamine; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene; tert-butyl alcohol; 3.1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tetlet.2012.04.030