(Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

Base Information

Chemical Name:(Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one
CAS No.:1566571-25-2
Molecular Formula:C₃₂H₅₀O₆Si
Molecular Weight:558.831
Hs Code.:

(Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

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Chemical Property of (Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

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Technology Process of (Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

There total 10 articles about (Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-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:

: 93-35-6
7-hydroxy-2H-chromen-2-one

: C₂₃H₄₅BrO₃Si

: 1566571-19-4
(E)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

: 1566571-25-2
(Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

Guidance literature:: With potassium carbonate; In acetone; at 20 ℃; for 24h;
DOI:10.1021/jo402572b

Reference yield:

: 105996-77-8
(1R,5R)-(-)-8,8-dimethyl-6-oxabicyclo<3.2.1>octane-2,7-dione

: 1566571-25-2
(Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: cerium(III) chloride heptahydrate / tetrahydrofuran; diethyl ether / 1 h / -78 °C / Inert atmosphere

1.2: 12 h / -78 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 0 - 20 °C

3.1: lithium aluminium tetrahydride / diethyl ether / 3 h / 0 - 20 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; tetrabutyl-ammonium chloride; sodium hypochlorite; potassium bromide / dichloromethane; water / 0 - 20 °C

5.1: toluene / 48 h / 130 °C / Inert atmosphere

6.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 0 °C

7.1: triethylamine / dichloromethane / 3 h / -20 - 20 °C

8.1: tetrahydrofuran / 0.25 h / -20 °C / Inert atmosphere

9.1: phosphorus tribromide / diethyl ether; pentane; pyridine / 0.5 h / 0 °C

10.1: potassium carbonate / acetone / 24 h / 20 °C

With sodium hypochlorite; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; tetrabutyl-ammonium chloride; hydrogen; phosphorus tribromide; sodium hydrogencarbonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium bromide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetone; toluene; pentane; 5.1: |Wittig Olefination;
DOI:10.1021/jo402572b

Reference yield:

: 1566571-12-7
(1R,2R,5R)-2-hydroxy-2,8,8-trimethyl-6-oxabicyclo[3.2.1]-octan-7-one

: 1566571-25-2
(Z)-7-((5-((1R,3R,6R)-3-((tert-butyldimethylsilyl)oxy)-6-(methoxymethoxy)-2,2,6-trimethylcyclohexyl)-3-methylpent-2-en-1-yl)oxy)-2H-chromen-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: N-ethyl-N,N-diisopropylamine / dichloromethane / 48 h / 0 - 20 °C

2: lithium aluminium tetrahydride / diethyl ether / 3 h / 0 - 20 °C

3: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; tetrabutyl-ammonium chloride; sodium hypochlorite; potassium bromide / dichloromethane; water / 0 - 20 °C

4: toluene / 48 h / 130 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 0 °C

6: triethylamine / dichloromethane / 3 h / -20 - 20 °C

7: tetrahydrofuran / 0.25 h / -20 °C / Inert atmosphere

8: phosphorus tribromide / diethyl ether; pentane; pyridine / 0.5 h / 0 °C

9: potassium carbonate / acetone / 24 h / 20 °C

With sodium hypochlorite; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium 10% on activated carbon; tetrabutyl-ammonium chloride; hydrogen; phosphorus tribromide; sodium hydrogencarbonate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; potassium bromide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetone; toluene; pentane; 4: |Wittig Olefination;
DOI:10.1021/jo402572b