(E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one

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Chemical Name:(E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one
CAS No.:1275506-48-3
Molecular Formula:C₂₇H₄₂O₅
Molecular Weight:446.627
Hs Code.:

Synonyms:(E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one

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Chemical Property of (E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one

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Technology Process of (E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one

There total 15 articles about (E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-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: 81.0%

: 1275506-46-1
dimethyl 3-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-2-oxopropylphosphonate

: 590-86-3
isovaleraldehyde

: 1275506-48-3
(E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one

Guidance literature:: dimethyl 3-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-2-oxopropylphosphonate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; for 1h; Inert atmosphere;

isovaleraldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol200223q

Reference yield:

: 1275506-42-7
methyl 2-((2R,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyl-5,6-dihydro-2H-pyran-2-yl)acetate

: 1275506-48-3
(E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: palladium on carbon; hydrogen; triethylamine / toluene / 1 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; palladium on carbon; hydrogen; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/ol200223q

Reference yield:

: 1275506-45-0
methyl 2-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)acetate

: 1275506-48-3
(E)-1-((2S,5S,6R)-6-((S)-2-methoxy-4-(4-methoxybenzyloxy)butyl)-5-methyltetrahydro-2H-pyran-2-yl)-6-methylhept-3-en-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1021/ol200223q