2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde

Base Information

Chemical Name:2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde
CAS No.:590362-00-8
Molecular Formula:C₂₅H₃₀O₄
Molecular Weight:394.511
Hs Code.:

Synonyms:2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde

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Chemical Property of 2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde

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Technology Process of 2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde

There total 10 articles about 2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde 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: 89.0%

: 590361-99-2
[2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-phenyl]-methanol

: 590362-00-8
2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(03)01120-1

Reference yield:

: 148-53-8
3-methoxy-2-hydroxybenzaldehyde

: 590362-00-8
2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 95 percent / Et₃N / DMAP / CH₂Cl₂ / 2 h / 20 °C

2.1: 98 percent / KBr; Br₂ / H₂O / 10 h / 22 °C

3.1: 96 percent / NaHCO₃ / methanol; H₂O / 5 h / 20 °C

4.1: 96 percent / K₂CO₃ / methanol / 5 h / 65 °C

5.1: 86 percent / NaBH₄ / methanol / 2 h / 20 °C

6.1: 98 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

7.1: tBuLi / tetrahydrofuran / 0.5 h / -78 °C

7.2: 76 percent / 2 h / -78 - 0 °C

8.1: 95 percent / NaH / tetrahydrofuran / 18 h / 20 °C

9.1: 92 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

10.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; bromine; tert.-butyl lithium; sodium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; triethylamine; potassium bromide; dmap; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/S0040-4039(03)01120-1

Reference yield:

: 20035-41-0
6-bromo-2-hydroxy-3-methoxybenzaldehyde

: 590362-00-8
2-benzyloxy-6-(3-isopropenyl-1-methoxy-4-methyl-pent-3-enyl)-3-methoxy-benzaldehyde

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / K₂CO₃ / methanol / 5 h / 65 °C

2.1: 86 percent / NaBH₄ / methanol / 2 h / 20 °C

3.1: 98 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

4.1: tBuLi / tetrahydrofuran / 0.5 h / -78 °C

4.2: 76 percent / 2 h / -78 - 0 °C

5.1: 95 percent / NaH / tetrahydrofuran / 18 h / 20 °C

6.1: 92 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

7.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hydride; potassium carbonate; Dess-Martin periodane; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(03)01120-1