6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde

Base Information

Chemical Name:6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde
CAS No.:138513-24-3
Molecular Formula:C₁₆H₂₀O₆
Molecular Weight:308.331
Hs Code.:

Synonyms:6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde

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Chemical Property of 6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde

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Technology Process of 6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde

There total 8 articles about 6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde 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: 80.0%

: 1312551-41-9
6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl-methanol

: 138513-24-3
6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde

Guidance literature:: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 10 - 20 ℃; Inert atmosphere;
DOI:10.1039/c1ob00019e

Reference yield:

: 1312551-39-5
6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-yl-methyl tert-butyldiphenylsilyl ether

: 138513-24-3
6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 10 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1039/c1ob00019e

Reference yield:

: 103763-14-0
(3aR,5S,6S,6aR)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol

: 138513-24-3
6-(4-methoxybenzyloxy)-2,2-dimethyl-(3aR,5R,6R,6aR)-perhydrofuro[2,3-d][1,3]dioxol-5-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 10 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1039/c1ob00019e