(3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether

Base Information

Chemical Name:(3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether
CAS No.:72933-18-7
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:(3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether

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Chemical Property of (3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether

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Technology Process of (3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether

There total 4 articles about (3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether 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: 87.0%

: 100-39-0
benzyl bromide

: 4152-79-8,33156-02-4,37105-87-6,37105-91-2,37105-93-4,53597-97-0,97059-40-0
1,2-O-isopropylidene-5-methyl-5-deoxy-α-D-xylofuranose

: 72933-18-7
(3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 6h;
DOI:10.1016/j.tetasy.2008.08.016

Reference yield: 71.0%

: 29580-99-2
(3aR,4S,5R,6aR)-4-(benzyloxy)-5-(iodomethyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

: 72933-18-7
(3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether

Guidance literature:: With silver-graphite; zinc; In tetrahydrofuran; at 60 ℃; for 12h;
DOI:10.1021/jo00006a047

Reference yield:

: 34370-91-7,59358-33-7,68354-70-1,70798-12-8,19139-80-1
3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 72933-18-7
(3aR,5R,6S,6aR)-2,2,5-trimethylperhydrofuro[2,3-d][1,3]dioxol-6-yl benzyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / I₂, triphenylphosphine, imidazole / toluene / 0.33 h / Ambient temperature

2: 71 percent / zinc/silver-graphite / tetrahydrofuran / 12 h / 60 °C

With 1H-imidazole; silver-graphite; iodine; triphenylphosphine; zinc; In tetrahydrofuran; toluene;
DOI:10.1021/jo00006a047