6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose

Base Information

Chemical Name:6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose
CAS No.:98039-13-5
Molecular Formula:C₂₅H₃₀O₇
Molecular Weight:442.509
Hs Code.:

Synonyms:6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose

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Chemical Property of 6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose

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Technology Process of 6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose

There total 7 articles about 6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose 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: 82.0%

: 98039-12-4
6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-allofuranose

: 98039-13-5
6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1039/P19850000019

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

: 98039-13-5
6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose

Guidance literature:: Multi-step reaction with 6 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

5: 58 percent / NaH, DMSO / tetrahydrofuran / 40 h / Ambient temperature

6: 82 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / Ambient temperature

With 4 A molecular sieve; sulfuric acid; sodium hydride; potassium carbonate; dimethyl sulfoxide; pyridinium chlorochromate; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1039/P19850000019

Reference yield:

: 98039-10-2
3-deoxy-1,2,5,6-di-O-isopropylidene-3-C-(4-metoxybenzyloxymethyl)-α-D-allofuranose

: 98039-13-5
6-O-benzyl-3-deoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hexofuranos-5-ulose

Guidance literature:: Multi-step reaction with 5 steps

1: 86.5 percent / 2 percent H₂SO₄ / methanol / 15 h / Ambient temperature

2: 66.8 percent / pyridine / Ambient temperature

3: 94 percent / K₂CO₃ / methanol / 0.67 h / Ambient temperature

4: 58 percent / NaH, DMSO / tetrahydrofuran / 40 h / Ambient temperature

5: 82 percent / PCC, molecular sieves 4 Angstroem / CH₂Cl₂ / 3 h / Ambient temperature

With 4 A molecular sieve; sulfuric acid; sodium hydride; potassium carbonate; dimethyl sulfoxide; pyridinium chlorochromate; In tetrahydrofuran; pyridine; methanol; dichloromethane;
DOI:10.1039/P19850000019