4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate

Base Information

• Chemical Name: 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate
• CAS No.: 913534-62-0
• Molecular Formula: C₂₉H₃₂O₁₀S
• Molecular Weight: 572.633

Synonyms:4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate

Chemical Property of 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate

Chemical Property:

Purity/Quality:

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Technology Process of 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate

There total 3 articles about 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate 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: 86.0%

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite (913534-65-3) → 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate (913534-62-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/jo061944v

Reference yield:

1,3:4,6-di-O-benzylidene-2,5-bis-O-(p-methoxybenzyl)-D-mannitol → 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate (913534-62-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / p-toluenesulfonic acid / methanol / 4 h / 20 °C

2: 76 percent / triethylamine; thionyl chloride / CH₂Cl₂ / 0.5 h / cooling

3: 86 percent / sodium periodate; RuCl₃ / acetonitrile; CCl₄; H₂O / 2 h / 20 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; toluene-4-sulfonic acid; triethylamine; In methanol; tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1021/jo061944v

Reference yield:

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol (913534-64-2) → 4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfate (913534-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / triethylamine; thionyl chloride / CH₂Cl₂ / 0.5 h / cooling

2: 86 percent / sodium periodate; RuCl₃ / acetonitrile; CCl₄; H₂O / 2 h / 20 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; triethylamine; In tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1021/jo061944v

upstream raw materials:

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol 1,3-cyclic sulfite

4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-D-mannitol

Downstream raw materials:

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-3-(sulfooxy)hexyl]-(R)-epi-seleniumylidene]-D-arabinitol inner salt

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-3-(sulfooxy)hexyl]-(S)-epi-seleniumylidene]-D-arabinitol inner salt

2,3,5-tri-O-p-methoxybenzyl-1,4-dideoxy-1,4-[[(2S,3S,4R,5R)-4,6-O-benzylidene-2,5-di-O-p-methoxybenzyl-3-(sulfooxy)hexyl]-(R)-epi-sulfoniumylidene]-D-arabinitol inner salt

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