(1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde

Base Information

Chemical Name:(1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde
CAS No.:1566571-14-9
Molecular Formula:C₁₂H₂₂O₄
Molecular Weight:230.304
Hs Code.:

Synonyms:(1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde

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Chemical Property of (1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde

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Technology Process of (1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde

There total 4 articles about (1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde 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: 85.0%

: 1566571-13-8
(1R,3S,4R)-3-(hydroxymethyl)-4-(methoxymethoxy)-2,2,4-trimethylcyclohexanol

: 1566571-14-9
(1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde

Guidance literature:: With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; potassium bromide; In dichloromethane; water; at 0 - 20 ℃;
DOI:10.1021/jo402572b

Reference yield:

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

: 1566571-14-9
(1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 4 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

With sodium hypochlorite; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; cerium(III) chloride heptahydrate; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; potassium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water;
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

: 1566571-14-9
(1R,3R,6R)-3-hydroxy-6-(methoxymethoxy)-2,2,6-trimethylcyclohexanecarbaldehyde

Guidance literature:: Multi-step reaction with 3 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

With sodium hypochlorite; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; potassium bromide; In diethyl ether; dichloromethane; water;
DOI:10.1021/jo402572b