6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole

Base Information

Chemical Name:6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole
CAS No.:1312551-43-1
Molecular Formula:C₂₃H₂₈O₈S
Molecular Weight:464.537
Hs Code.:

Synonyms:6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole

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Chemical Property of 6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole

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Technology Process of 6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole

There total 4 articles about 6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole 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: 81.0%

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

: 98-59-9
p-toluenesulfonyl chloride

: 1312551-43-1
6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 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

: 1312551-43-1
6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

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

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;
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

: 1312551-43-1
6-(4-methoxybenzyloxy)-5-(4-methylphenylsulfonyloxy-methyl)-2,2-dimethyl-(3aR,5S,6S,6aR)-perhydrofuro[2,3-d][1,3]dioxole

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: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c1ob00019e