5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose

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Chemical Name:5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose
CAS No.:86654-48-0
Molecular Formula:C₁₈H₂₄O₆
Molecular Weight:336.385
Hs Code.:

Synonyms:5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose

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Chemical Property of 5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose

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Technology Process of 5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose

There total 7 articles about 5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose 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: 94.0%

: 98039-11-3
3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-6-O-(tosyl)-α-D-allofuranose

: 86654-48-0
5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose

Guidance literature:: With potassium carbonate; In methanol; for 0.666667h; Ambient temperature;
DOI:10.1039/P19850000019

Reference yield:

: 21665-16-7,37776-66-2
3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-methylene-α-D-ribo-hexofuranose

: 86654-48-0
(3aR,5S,6R,6aR)-6-(4-Methoxy-benzyloxymethyl)-2,2-dimethyl-5-(S)-oxiranyl-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: BH₃ / tetrahydrofuran

With borane; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)81823-7

Reference yield:

: 69832-48-0
((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol

: 86654-48-0
5,6-anhydro-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: 93.4 percent / NaH / dimethylsulfoxide; tetrahydrofuran / 2 h / Ambient temperature

2: 86.5 percent / 2 percent H₂SO₄ / methanol / 15 h / Ambient temperature

3: 66.8 percent / pyridine / Ambient temperature

4: 94 percent / K₂CO₃ / methanol / 0.67 h / Ambient temperature

With sulfuric acid; sodium hydride; potassium carbonate; In tetrahydrofuran; pyridine; methanol; dimethyl sulfoxide;
DOI:10.1039/P19850000019