1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose

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Chemical Name:1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose
CAS No.:144152-51-2
Molecular Formula:C₂₁H₂₀O₇
Molecular Weight:384.386
Hs Code.:

Synonyms:1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose

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Chemical Property of 1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose

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Technology Process of 1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose

There total 7 articles about 1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-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: 98.0%

: 149793-72-6
1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-mannopyranose

: 144152-51-2
1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose

Guidance literature:: With Dess-Martin periodane; tert-butyl alcohol; In dichloromethane; for 2h;
DOI:10.1021/ja00068a025

Reference yield:

: 131940-20-0
(-)-1,6-anhydro-4-O-benzoyl-2,3-isopropylidene-β-D-mannopyranose

: 144152-51-2
1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / 20percent aq. CH₃COOH / 5 h / 100 °C

2: 1.) Bu₂SnO, 2.) n-Bu₄NI / 1.) C₆H₆, reflux, 2 h, 2.) C₆H₆, reflux, 40 h

3: 98 percent / Dess-Martin periodinane, t-BuOH / CH₂Cl₂ / 2 h

With tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; Dess-Martin periodane; acetic acid; tert-butyl alcohol; In dichloromethane;
DOI:10.1021/ja00068a025

Reference yield:

: 14440-51-8
1,6-anhydro-2,3-O-isopropylidene-β-D-mannopyranose

: 144152-51-2
1,6-anhydro-4-O-benzoyl-2-O-(p-methoxybenzyl)-β-D-arabino-hexopyran-3-ulose

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pyridine, DMAP / 1 h / 0 °C

2: 100 percent / 20percent aq. CH₃COOH / 5 h / 100 °C

3: 1.) Bu₂SnO, 2.) n-Bu₄NI / 1.) C₆H₆, reflux, 2 h, 2.) C₆H₆, reflux, 40 h

4: 98 percent / Dess-Martin periodinane, t-BuOH / CH₂Cl₂ / 2 h

With pyridine; dmap; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; Dess-Martin periodane; acetic acid; tert-butyl alcohol; In dichloromethane;
DOI:10.1021/ja00068a025