1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene

Base Information

Chemical Name:1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene
CAS No.:1585968-88-2
Molecular Formula:C₁₆H₂₄O₄
Molecular Weight:280.364
Hs Code.:

Synonyms:1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene

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Chemical Property of 1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene

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Technology Process of 1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene

There total 7 articles about 1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene 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: 82.0%

: 1610458-36-0
(3S,4R)-5-(4-methoxybenzyloxy)-4-methylpent-1-en-3-ol

: 107-30-2
chloromethyl methyl ether

: 1585968-88-2
1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene

Guidance literature:: (3S,4R)-5-(4-methoxybenzyloxy)-4-methylpent-1-en-3-ol; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.25h;

chloromethyl methyl ether; With tetra-(n-butyl)ammonium iodide; In dichloromethane;
DOI:10.1002/ejoc.201301365

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 1585968-88-2
1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / diethyl ether / 0.5 h / 20 °C / Inert atmosphere

1.2: 6 h / 20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / dichloromethane; cyclohexane / 20 °C / Inert atmosphere

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

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 2 h / 20 °C / Inert atmosphere

5.1: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

6.1: tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

7.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; borane-THF / tetrahydrofuran; toluene / 6 h / -78 - 20 °C / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

8.2: 12 h / 20 °C

With dmap; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; camphor-10-sulfonic acid; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; cyclohexane; water; toluene;
DOI:10.1002/ejoc.201301365

Reference yield:

: 374716-65-1
(R)-3-(4-methoxybenzyloxy)-2-methylpropyl acetate

: 1585968-88-2
1-{[(2R,3S)-3-(methoxymethoxy)-2-methylpent-4-enyloxy]methyl}-4-methoxybenzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere

2.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane; water / 2 h / 20 °C / Inert atmosphere

3.1: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Inert atmosphere

4.1: tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

5.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; borane-THF / tetrahydrofuran; toluene / 6 h / -78 - 20 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

6.2: 12 h / 20 °C

With dmap; borane-THF; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1002/ejoc.201301365