((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol

Base Information

Chemical Name:((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol
CAS No.:1352447-35-8
Molecular Formula:C₁₆H₂₂O₆
Molecular Weight:310.347
Hs Code.:

Synonyms:((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol

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Chemical Property of ((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol

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Technology Process of ((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol

There total 1 articles about ((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol 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: 65.6%

: 67814-68-0
2,3-O-isopropylidene-β-D-ribofuranose

: 824-94-2
p-methoxybenzyl chloride

: 1352447-35-8
((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol

Guidance literature:: 2,3-O-isopropylidene-β-D-ribofuranose; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1016/j.tet.2011.10.063

Reference yield: 79.5%

: 1352447-35-8
((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol

: 106-95-6
allyl bromide

: 1352447-36-9
(3aR,4R,6R,6aR)-4-(allyloxymethyl)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxole

Guidance literature:: ((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil;

allyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2011.10.063

Reference yield:

: 1352447-35-8
((3aR,4R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-tetrahydrofuro[3,4-d]-[1,3]dioxol-4-yl)methanol

: C₁₉H₂₈O₈

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil

1.2: 12 h / 20 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; water / 20 °C

With osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tet.2011.10.063